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Pet Friendly Vacation Rentals in Osprey, FL and nearby

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    The following rentals are within 15 kilometres of Osprey, Florida.

    From
    $141
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    1 / 46
    4 of 5 stars (1) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    From
    $234
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    1 / 12
    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
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    From
    $156
    / Night
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    1 / 8
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    $727
    / Week
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    1 / 33
    4.5 of 5 stars (2) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Dryer
    • Watersports Nearby
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fully renovated Vacation Home is located in the heart of South Venice City, The property situated in a safe and quite neighborhood, which is fenced around for privacy. It has a spacious interior with an open concept living room, kitchen and dining area, including three large bedrooms and two... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293 5768
    5 of 5 stars Reviewed 28 June 2015
    Stayed a week in June 2015. We were very pleased with the house. The photos and description match exactly what you are getting. The place was spotless and the kitchen was very...
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    $175
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    1 / 16
    4.5 of 5 stars (18) Very good
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • Patio
    • Grill
    • Washer
    • Air Conditioning
    • Stereo System
    • Dryer
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 13 June 2015
    We enjoyed our stay at this resort! Our room was small however it was immaculate and the staff was extremely friendly and helpful. We would definitely stay again. Everything is...
    5 of 5 stars Reviewed 14 April 2014
    Perfect condo for a family of five on Seista Key with everything you need already there. Location was peacefully secluded but the bikes provided made the village and beach easily...
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    $195
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    1 / 23
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Swingset
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Washer
    • Dryer
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Newly remodeled 3bd/2ba Venice home. 1 block from access to Alligator Creek where you can kayak out to the Gulf of Mexico. Minutes from 3 beaches Manasota, Casperson, and Venice beaches where you can hunt fro prehistoric Shark teeth. Just down the road from Shamrock Nature Preserve where there are... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293
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    $240
    / Night
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    1 / 42
    5 of 5 stars (36) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (36) Make Enquiry
    Amenities & Details
    • DVD Player
    • Stereo System
    • Satellite TV
    • Elevator/Lift access
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach.... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 22 June 2015
    We have rented vacation homes all over the country and this was by far our best experience yet. This is truly a home away from home. We were wanting for nothing. The beach gear...
    5 of 5 stars Reviewed 12 May 2015
    Our extended family of five adults and one toddler stayed at the Shells Villa for the first week of May 2015 and had an amazing time! The location of the property is ideal, just...
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    $130
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    1 / 25
    5 of 5 stars (2) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dryer
    • Washer
    • Patio
    • Internet Access
    • Satellite TV
    • Private Outdoor...
    • Air Conditioning
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This home has been newly renovated and updated for a truly wonderful vacation getaway. 2 renovated and updated bathrooms, kitchen with granite counter tops with breakfast bar, stainless steal appliances, and 3 bedrooms. The 3rd bedroom has a trundle bed and doubles as an office space or reading... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293
    5 of 5 stars Reviewed 2 June 2015
    Everything, I mean everything was thought about for this vacation home from the fully adorned kitchen, to the grill on the lanai to the beautiful oversized pool. The garage held...
    5 of 5 stars Reviewed 31 October 2014
    Our family of 4, including an 11 and 7 year old, had a perfectly balanced vacation at this home! We were able to enjoy the gorgeous pool, which kept the kiddos entertained while...
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    $2,812
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    1 / 5
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Internet Access
    • Grill
    • There Are Tennis...
    • Horse Riding Nearby
    • Air Conditioning
    • Dryer
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Spacious, immaculate, home in convenient quiet location. This house recently became available since the same renters have been renting previously for a number of years. Keywords: Heated Community Pool, Walk to Public Golf, 2 Car Garage, Short drive to Beaches Jan, Feb, Mar - $2700 Per month 3... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34292
    From
    $1,363
    / Week
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    1 / 24
    4.5 of 5 stars (5) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Fireplace
    • Satellite TV
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 8 July 2015
    Sandy Toes is perfectly located near what might be the best beach I have been to here in the US. The property is well kept and Joe who is the overseer was so helpful to us! The...
    5 of 5 stars Reviewed 15 April 2015
    My husband and I rented the condo for a week with three teenage boys and had a fantastic time. We have been to Siesta Key before but the location to the beach, restaurants, and...
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    $1,363
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    1 / 22
    5 of 5 stars (5) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Fireplace
    • DVD Player
    • Dryer
    • Internet Access
    • Air Conditioning
    • Grill
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    A short stroll down a private road to the #1 Beach in the US. You will love the location - you are located in the Resorts of SaraSea community and can walk to everything you might need or want... Grocery, restaurants, ice cream, pizza, sports rentals, drugstore or boat rental. You have your own... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 22 June 2015
    We stayed at Sandy Toes 2 years in a row now and had a great vacation both times. The townhouse is very nice and has everything you need to feel at home. Kathey, the owner is very...
    5 of 5 stars Reviewed 21 April 2015
    We had a really lovely, restful week staying here after a hectic week in Orlando. Siesta Beach is beautiful and our children loved playing with the white, soft sand and swimming...
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    $130
    / Night
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    1 / 18
    5 of 5 stars (1) Excellent
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Dryer
    • Washer
    • Internet Access
    • Deck
    • Stereo System
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Eagle's Nest is a delightful and romantic 650 square foot 1/1 cottage in the Nokomis Historic District, one mile from scenic downtown Venice, 1.2 miles to Nokomis Beach, steps from Pocono Trail Nature Preserve and Nokomis Center Park, The Legacy Bicycle Trail, and much more. This adorable... View all property information
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    Location Information
    Nokomis, Florida 34275
    5 of 5 stars Reviewed 13 March 2013
    We actually did not stay in this unit ( although we did go into it), we stayed at the 2 bedroom unit next door. The decor was old Florida with a touch of Hawaii, very chic yet...
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    $902
    / Week
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    1 / 26
    5 of 5 stars (1) Excellent
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Stereo System
    • Dryer
    • Satellite TV
    • DVD Player
    • Washer
    • Internet Access
    • Fireplace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    On the Sarasota County register of historic homes, and built in 1925, this charming 550 square foot one bedroom, one bath Mediterranean-revival cottage is the guest house behind the property owner's home, and is one of a block of three vintage vacation resort properties the owner calls... View all property information
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    Location Information
    Nokomis, Florida 34275
    5 of 5 stars Reviewed 8 October 2010
    This is really a charming cottage and I definitely felt like I was in "Old Florida" when I stayed there. The location is very quiet and unassuming and only minutes from Venice...
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    $260
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    1 / 22
    4.5 of 5 stars (3) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Deck
    • Air Conditioning
    • Satellite TV
    • Washer
    • Playground
    • Stereo System
    • Dryer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful 1926 Italian Villa in Downtown Venice Fl. Four blocks from Venice Ave full of shopping and eateries and 1/2 miles from the scenic 17 miles of Venice Beach. The home is beautifully restored with new kitchen and appliances and bathroom fixtures. Three bedrooms and 2.5 baths. Two Queens... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293
    5 of 5 stars Reviewed 11 July 2015
    I can't say enough about how comfortable and lovely this historic home is. I felt immediately taken in by it. The owner, Valerie, has taken every step to insure that you have...
    3 of 5 stars Reviewed 13 April 2015
    The owners were very friendly and easy to work with. We requested an ironing board and a second set of keys and she delivered. The property is ideally located within walking...
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    $1,947
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    1 / 13
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Air Conditioning
    • Washer
    • Garage
    • Water Park Nearby
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This beautiful 1600 Sq. Ft single family home is located on Lake Shamrock, in the quiet neighborhood of Venice Gardens, only 8-10 minutes drive to beaches, just 10 miles south of Sarasota, and two hours from Disney World in Orlando. Offering breathtaking views of the lake from the kitchen,... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293
    From
    $1,558
    / Month
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    1 / 19
    Nokomis
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Washer
    • Dryer
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    I AM TAKING BOOKINGS FOR SUMMER 2015 RIGHT NOW. PLEASE NOTE THAT I ONLY RENT BY THE MONTH NOT WEEKLY OR DAILY. I'VE POST A NEW LOWER RATE TO ENTICE YOU FOR A SUMMER BEACH VACATION. . Two bedroom two bath home with beautiful garden yard. Large, airy rooms with terrazzo floors throughout. Ceiling... View all property information
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    Location Information
    Nokomis, Florida 34275
    From
    $123
    / Night
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    1 / 23
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Cooker
    • Internet Access
    • Dryer
    • Refrigerator
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    LOVELY CHARMING 'White wash' Villa, has the spacious charm of 'Old World' Florida. Fully furnished and truly adorable Florida Block home, with a 'True Florida Lanai'. Quiet, family neighborhood, carefree and friendly. Flowing floor plan. accommodates 5,no guest charge. Excellent value! Close... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293
    From
    $117
    / Night
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    1 / 16
    Venice
    1 Bedroom / 1 Bathroom / Sleeps 1
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great house - newly tiled, freshly painted, very clean. It has everything you need, just show up and relax. The street is very quiet so there's no traffic noise. There is an empty lot across the street which increases the privacy. The back yard is completely fenced with privacy fencing. There's a... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34295
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    $11,034
    / Month
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    1 / 23
    Siesta Key
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall -... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $260
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    1 / 34
    4.5 of 5 stars (36) Very good
    Venice
    4 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (36) Make Enquiry
    Amenities & Details
    • DVD Player
    • Gym
    • Patio
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Walk to downtown Venice in less than five minutes - it’s only two blocks away. For any other requirements you might have of a perfect beach house, find them easily met at 328 Bayshore Drive. An elegant 4 bedroom house that sleeps up to 12, packed with Mediterranean flair. The private heated pool... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34285
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    $227
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    1 / 17
    Lido Key
    2 Bedrooms / 5 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • There Are Tennis...
    • DVD Player
    • Horse Riding Nearby
    • Wi-Fi
    • Satellite TV
    • Fireplace
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Bright & sunny Key West like beach cottage with two bedrooms, 2 baths, very private, fenced yard (pets ok) hardwood and tile floors throughout, huge covered lanai, sleeps four plus sleeper couch in private room. Washer, dryer, eating bar. 2 Blocks to Ritz Carlton Beach House, one block to Lido... View all property information
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    Location Information
    Lido Key, Sarasota 34236
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    $91
    / Night
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    1 / 11
    5 of 5 stars (2) Excellent
    Nokomis
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Washer
    • Shared Outdoor Pool...
    • Water Views
    • Air Conditioning
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fully appointed 1000 sq ft seasonal rental in beautiful Nokomis Florida, minutes from the beach, biking trail, shopping and state park. View all property information
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    Location Information
    Nokomis, Florida 34275
    5 of 5 stars Reviewed 21 August 2014
    We really enjoyed our stay and Colleen was great. She met us when we arrived and showed us around. From there on I only had to send her a text if there was anything I needed and...
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    $110
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    1 / 25
    5 of 5 stars (1) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Washer
    • There Are Tennis...
    • Air Conditioning
    • TV
    • Wi-Fi
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This home is located less than a mile from the beaches and downtown main street. Each room has been decorated in a different beach theme to make you feel like you're on 'island time'. There are 2 bedrooms, each with a queen size bed. There is also a queen size futon in family room. There are 2... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34285
    5 of 5 stars Reviewed 19 July 2015
    We loved staying here! When we arrived, there was a book of maps and menus. Plus there were bins full of brochures of things to do. The owner was very nice, always responded...
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    $91
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    5 of 5 stars (2) Excellent
    Venice
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Fireplace
    • Internet Access
    • Satellite TV
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    NOT AVAILABLE through 2017 Beautifully decorated for the Christmas Holidays Snowbirds-You will never want to leave this 1925 renovated house which has it all! WIRELESS INTERNET and HD TVs. Listed in the National Register of Historic places. This cozy cottage is located blocks over the bridge... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34285
    From
    $1,428
    / Week
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    1 / 17
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Waterfront
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2 blocks to the powdery white beaches of Siesta Key! This 1250 square foot 2 bedroom/2 bathroom ranch sits on the canal, and is in the very private, quiet community of Palm Island. Bring your boat or kayaks! The house is newly furnished, with recently updated kitchen and baths. The open floor... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $161
    / Night
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    1 / 25
    5 of 5 stars (3) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Horse Riding Nearby
    • Watersports Nearby
    • Satellite TV
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Villa Grande is a light, bright and sunny split-design single family home which is located just minutes away from the popular Sharky's restaurant, downtown Venice and several fabulous beaches. A single story home, it is fully updated with ceramic tile floors throughout and features a split design... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293
    5 of 5 stars Reviewed 3 July 2015
    Ruth Miller the manager was very accommodating and the house was set up perfectly with a fully stocked kitchen and bathroom. Ruth even thought of spices in the kitchen and laundry...
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    $154
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    1 / 24
    5 of 5 stars (3) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • DVD Player
    • Washer
    • Horse Riding Nearby
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Dryer
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Breezy Villa is located only ten minutes away from popular Sharky`s on the Pier restaurant, the Venice Fishing Pier and four blocks from the beach. It has been recently updated and features two bedrooms and two baths with a brand new porcelain tile floor throughout the home. Breezy Villa... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293
    5 of 5 stars Reviewed 1 January 2015
    We enjoyed are stay at the Breezy Villa, and would definitely stay again. The place was spotless and well cared for. The location is decent, and you can get to pretty much...
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    5 of 5 stars (27) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (27) Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • TV
    • Air Conditioning
    • Private Outdoor...
    • Washer
    • Dryer
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    BOOK YOUR RELAXING VACATION AT THIS BEAUTIFUL PRIVATE HOME (MONTHLY RENTAL) ON A QUIET STREET IN THE HEART OF SIESTA KEY VILLAGE, ONLY A QUICK SCENIC WALK TO THE BEACH!! This private 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 20 July 2015
    Could not fault this beautiful house. Inside is everything you could need in a luxury holiday home, including TV system throughout the house, ac, dishwasher etc. Also included...
    5 of 5 stars Reviewed 15 June 2015
    My parents and I rented this holiday home for one week in April. We were delighted with the property, it was nicely furnished and had absolutely everything we needed. One of the...
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    $149
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    1 / 16
    4 of 5 stars (2) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Dryer
    • Cooker
    • Patio
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $485
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    Nokomis
    2 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Gym
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Boat Available
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Get up in the morning and throw on your swimsuit, some shorts and flip-flops - it’s just 2 blocks to the beach and it’s too beautiful to miss a minute of the view. A long stretch sugary white sand beach is at your fingertips at Casey Key’s Nokomis state beach park. A real favorite beach amongst... View all property information
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    Location Information
    Nokomis, Florida 34275
    From
    $630
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    1 / 7
    4 of 5 stars (1) Very good
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Water Views
    • Waterfront
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Newly remodeled with a tiled Kitchen & Bath and new furnishings. -Two King Beds -Two Full Baths -CATV in All Bedrooms -Granite Countertops -Fully Equipped Kitchen -Stainless Appliances -Two Twin Beds -Private Patio -Pullout Sleeper -Laundry in Unit -VCR/DVD -Gas Grill NOTE: PLEASE... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 30 June 2015
    Very nice property and you would be hard pressed to find a better location. Peace and quiet of the beach and only 1 block away from fun and nightlife of the Village. Loved it !
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    1 / 6
    2.5 of 5 stars (2) Poor
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Washer
    • Water Views
    • Deck
    • Waterfront
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly remodeled with a tiled kitchen and bath and new furnishings. Includes: King bed Pullout queen sleeper fully equipped kitchen Laundry facilities VCR/DVD Wifi Dishwasher/Micro Patio/gas Grills NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks.... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 25 September 2014
    This was our second stay at Sand Box and we have booked for April 2015. All staff were very friendly and went out of their way to make us feel at home. Property was very clean and...
    1 of 5 stars Reviewed 2 January 2012
    The staff are unprofessional and extremely rude. We travel all the time and have never been treated so horribly. I would not suggest staying at this place. Also, the dogs are...
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    $383
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    1 / 15
    5 of 5 stars (1) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Deck
    • TV
    • Internet Access
    • Hot Tub
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy the beach view from the Beach Tree or Beach View Suite or Beach Tree Suite located in beautiful Siesta Key Village in Sarasota, Florida. Lounge in a hammock under sweeping coconut trees and listen to the peaceful sounds of the ocean, the Gulf of Mexico and dream away looking into the blue... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 14 June 2012
    Take lots and lots of water and apply sunblock very often
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    $253
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    1 / 9
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Water Views
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Hot Tub
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida. Pink Mango Patio Cottage are surrounded by Bougainvilleas, Passion fruits and coconut palms, located in beautiful Key West style... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $485
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    1 / 30
    4 of 5 stars (5) Very good
    Nokomis
    2 Bedrooms / 1 Bathroom / Sleeps 8
    traveller have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Deck
    • Patio
    • Boat Available
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Just one and a half blocks to gorgeous Nokomis Beach, this beach house for eight truly delivers the good life. On first impression the house is immediately warm and inviting, a beloved family cottage. Its white clapboard exterior with lemon yellow shutters and teal trim is sunny with real beach... View all property information
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    Location Information
    Nokomis, Florida 34275
    From
    $221
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    1 / 20
    4.5 of 5 stars (5) Very good
    Venice
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Washer
    • Grill
    • Satellite TV
    • DVD Player
    • Dryer
    • Air Conditioning
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Luxury living, walk/bike trail to town or beach along inland waterway. In small gated community with use of pool-tennis-exercise facilities. Professionally decorated with style and comfort. A king size suite, a queen size suite and an office/den fitted with a trundle bed. Easy access to... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34285
    4 of 5 stars Reviewed 26 May 2015
    The house was perfect for our one week stay. Jay did not oversell his home and told us exactly what to expect. This house is excellent for a couple or family of four.
    5 of 5 stars Reviewed 20 May 2014
    Comfortable and stylish with a handy screened in porch and a well-appointed kitchen, this was a great find. The house is immaculately maintained, and the owner provides precise...
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    $162
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    1 / 23
    3.5 of 5 stars (11) Average
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Patio
    • Ping Pong Table
    • Dryer
    • Deck
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Banana Bay Club Resorts offers vacation rentals on Siesta Key off the coast of sunny and beautiful Sarasota, Florida! 13 Villas only a 2 minute walk from the beach! Studios up to 4BR's! We rent daily, weekly or monthly and there is no minimum stay, except for weekends, holidays and springtime... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 8 July 2015
    Walk 1 block to the beach. New ownership is evident as they are upgrading and cleaning up. The kids really enjoyed the pool. It was a safe and quiet retreat. Will be back...
    5 of 5 stars Reviewed 9 April 2015
    We had an amazing time at this location, a short walk to the beach which is beautiful. and a long walk or short drive to the Village. We drove and we were able to find parking...
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    $117
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    4.5 of 5 stars (3) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Patio
    • Watersports Nearby
    • Wi-Fi
    • Dryer
    • Air Conditioning
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    NEW! The Elephant Ear Cabanas (Paseo Siesta Key) – Deluxe Studio Apt. Beautiful interiors and two pools, conveniently located on the mainland just 3 blocks to Siesta Key, 5 blocks to world-famous Crescent Beach, and 2 blocks to water-front dining on Little Sarasota Bay! The Elephant Ear is truly... View all property information
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    Location Information
    Siesta Key, Florida 34231
    5 of 5 stars Reviewed 18 June 2015
    I was taking a vacation road trip and planned to make Siesta Key a 3 day stop on my route. Unfortunately before we arrived, my daughter was mauled in the face by a pit bull...
    5 of 5 stars Reviewed 8 June 2015
    I found this hidden gem on an unplanned trip , not on ly was the owner accomidating and quick to assist but was available to the tenents which is rare and unbelievably generous...
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    $234
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    4.5 of 5 stars (22) Very good
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 8
    traveller have booked this property
    Overview Reviews (22) Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Washer
    • Deck
    • TV
    • Air Conditioning
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8) - Available on a 1st come basis! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is... View all property information
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    Location Information
    Siesta Key, Florida 34242
    1 of 5 stars Reviewed 16 June 2015
    We traveled to Siesta Keys for a quiet family vacation with a teenager and I spent a lot of time searching for the "perfect" place for us. This was not it.....yes it was quiet and...
    5 of 5 stars Reviewed 15 June 2015
    I spent a lot of time online trying to find a family friendly spot in Siesta Key. However, many places wouldn't even return calls or emails. Daniel was prompt and friendly! Lots...
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    $260
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    1 / 39
    Venice
    4 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Gym
    • Boat Available
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A big house for a big group, this gorgeous Venice island paradise beach retreat is an ideal base for your next family gathering or special celebration. Up to fourteen guests will sleep comfortably in 4 bedrooms and spend days in the private heated pool or at the nearby beach. Taste the Venice... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34285
    From
    $260
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    1 / 25
    4 of 5 stars (1) Very good
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Water Views
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Dryer
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 beds on Beach Rd. with some Gulf view. This remodeled townhouse is a one of a kind property. Three bedroom with king, queen, 2double beds and living room sleeper sofa. This is a step out to the sand property just north of Siesta Key Beach. Walk to Siesta Village. Views of the Gulf from almost... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 7 April 2014
    There were 6 of us who stayed in this house. We went for a week March 22-29, 2014. The house is perfect. There are only 2 bedrooms, but there is an office that has a pull-out...
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    $3,829
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    1 / 18
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Shared Tennis Court
    • Private Fishing...
    • Hot Tub
    • Air Conditioning
    • Water Views
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Island Reef is a magnificent condo facility located towards the southern end of Siesta Key. This top floor unit offers captivating views of the Gulf of Mexico, nearly 1450sqFt of living space, two bedrooms and two bathrooms. The master bedroom has a king size bed, access to the balcony, and great... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $383
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    1 / 6
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Patio
    • Dryer
    • Washer
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    2+ Bedroom Near Beach Suite The Master bedroom has a King Bed and Glamorous Bath. Second Bedroom has a Queen Bed and a private bath. The Den has a pullout Queen sofa sleeper. Fully equipped Cottage style kitchen with corian countertops. Washer dryer WIFI.Private tropical back patio/pool has... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $383
    / Night
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    1 / 7
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Waterfront
    • Shared Outdoor Pool...
    • Washer
    • Air Conditioning
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Privacy, Luxury, 99 steps to the beach. The Master bedroom has a KIng Bed and Glamorous Bath. Second Bedroom has a queen bed and a private bath. The Den has a pullout queen sofa sleeper. Fully equipped Gourmet style kitchen with granite countertops and stainless steel appliances. Washer Dryer,... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $195
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    1 / 30
    4.5 of 5 stars (32) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (32) Make Enquiry
    Amenities & Details
    • Gym
    • Patio
    • Wi-Fi
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Ideal for a large family gathering or reunion, this charming beach house for ten can be easily rented in conjunction with its next-door-neighbor-but-one, Baycrest II, and/or the elegant Laguna Mansion one block away. Could these homes be your perfect beach wedding solution? With a brand new... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34285
    From
    $441
    / Night
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    1 / 5
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Washer
    • Satellite TV
    • DVD Player
    • Waterfront
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Newly remodeled with a tiled Kitchen & Bath and new furnishings. -TWO Full Baths -King Bed -Queen Bed -Pullout Queen Sleeper -Fully Equipped Kitchen -VCR/DVD -CATV -WiFi -Dishwasher/Micro -Patio/Gas Grills- -Laundry Facilities on site NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $240
    / Night
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    1 / 1
    Siesta Key
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Dryer
    • Waterfront
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly remodeled -Queen Murphy Bed -Convenience Kitchen -Laundry Facilities on site -Patio / Grill -VCR/DVD -WiFi -Microwave NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks. Visit our site to see more photos and descriptions:... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $195
    / Night
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    1 / 9
    Venice
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Central Heating
    • Washer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Lovely 3 bedroom home conveniently situated in South Venice minutes to beaches, restaurants, and shopping. On entry into the house you come into open plan living room with large comfortable sectional, cocktail tables and flat screen tv. Great dining room with table and chairs overlooking the pool... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293
    From
    $1,558
    / Week
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    1 / 23
    5 of 5 stars (7) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Stereo System
    • Dryer
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Plenty of room for all of your family and friends! This beautiful Siesta Key home was redone and upgraded throughout in July, 2011, and the folks who have stayed there have loved it! New wood floors, new furniture, new beds, new TV's, new linens, new towels, new kitchen items, new patio... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 23 July 2014
    Great house with many extras. Pool was clean and was solar heated to perfection. Pulled right into our private garage situated in a nice neighborhood. Enjoyed the bedroom set up...
    5 of 5 stars Reviewed 10 August 2013
    We stayed in the house for a week. This is an amazing house in a great location. Management company was awesome. Communication was easy and response to questions or concerns were...
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    $2,856
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    4 of 5 stars (1) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Gym
    • Private Outdoor...
    • Grill
    • DVD Player
    • Satellite TV
    • Boat Available
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    From the pool in our big atrium-style lanai to the lake behind the backyard, Gulf Princess is the Venice beach rental house you’ve got to get for a perfect vacation. Just 2 miles from the beach in a gated community, it’s got all the luxuries you’ll love! Before you explore the interior of the... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293