We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Sarasota Luxury Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    C$517 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    Suitability
    More filters
    Travellers to Sarasota are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    53 Matching Rentals in SarasotaView all 355 rentals
    Sort by:
    Price (High to low)
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    div class='rtejustify'>Your tropical oasis awaits! Welcome to this stunning, updated 5-bedroom pool home with private beach access in Sarasota. This beauty is located off St Armand’s Circle and Lido Beach. With easy access to fine dining and shopping you’re bound to always have something to look...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Large Executive Water-Front Property1 / 40
    (1)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Hot Tub
    • Ocean Views
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 1, 2018
    We rented this property for my mom's 60th birthday party. The owner was very accomodating and helpful. We had a great time and the property was beautiful!!
    See all reviews
    About this property
    This Contemporary Home on Sarasota Bay has Spectacular Views from all 3 stories. Enjoy bayfront living at it's finest with a 2-story great room, bayfront lanai, pool, boat dock and lift. Master Bath is finished in marble; a guest suite, also with an amazing walk in closet & spacious bath, has...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Stunning Beach Front Pool Home (Sand Castle Unit)1 / 27
    (7)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Directly overlooking breathtaking views of privately owned beach on North end of Siesta Key. Just renovated everything brand new. Four bedrooms, 2 baths, sleeps 11, living room, dining room, full kitchen and game room. Flat screen TVs in living room, game room, and each bedroom with DVD players,...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
    Make Enquiry
    Breathtaking Views of Gulf (Sea Horse Unit)1 / 28
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Air Conditioning
    • Waterfront
    • Patio
    • Washer
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two story, 3 bedroom, 2 bath unit, designer decorated, with amazing views of the Gulf from every room! Look no further. This unit has everything imaginable and you literally step out of your unit and the crystal white sands of Siesta Keys number one beach are under your feet. We are located at...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very nice decorated, spacious 3 bedroom apartment, with a spectacular view on Siesta Beach Water. Oversized balcony to enjoy sunset, or morning coffee. Living room fire place. You will be in the center of Siesta town, with all restaurants, bars, live music, shopping and more and on the beach.Truly...
    View all property information
    Location Information
    Lido Key, Sarasota 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Patio
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Experience luxury living at its finest in this stunning 4BR/3.5BA home known as Casa Azul. Recently renovated, this modern gem boasts 3,346 sq. ft. of refined living space across two floors. Enjoy entertaining outside with a lush fenced backyard complete with a private pool,...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Oceanfront home w/sunset views of Sarasota Bay1 / 37
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    • Washer
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 18, 2018
    Beautifully remodelled, 3 bedroom, 2 bathroom home located about 10 to 15 minute drive from Siesta Key beach. The backyard is directly on the Sarasota Bay so you can see the...
    See all reviews
    About this property
    Treat your family, friends, and beloved small dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently located near plenty of Sarasota's shopping and dining, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Save time - get the best Sarasota rentals sent straight to your email!
    Get the List
    3br - 5100ft2 - Country Estaste Adventure1 / 21
    (2)Very good
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 17, 2018
    Our stay at this home wasn't long. We enjoyed the view of the pond and watching the lilly pads open each day. Nice pool and grill area. Each of the beds had wonderful sheets...
    Reviewed January 1, 2017
    Beautiful home good for big family we enjoed our stay looking forward stay there in the future pool and spa was great owners was very friendly and helpful strongly recommend...
    See all reviews
    About this property
    Country estate in the secluded and bucolic part of Sarasota County known as Saddle Oak. A builder musician's home that opens up completely to nature with intriguing features. This Saddle Oak home of about 5,000 square feet (with additional outdoor areas), was built to take advantage of the rural...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34241
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Golf Country Club in a very quiet luxuriant and preserved vegetation. Easy access to the private fairways. No membership necessary for temporary residents. More than 40 golf clubs within the 20 miles around. Nice 4 bedrooms and 3 bathrooms recently remodeled. Large caged heated new pool and spa....
    View all property information
    Location Information
    Lido Key, Sarasota 34201
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located in a wonderful and quiet area of Sarasota. Within a ten-fifteen minutes you are on one of our many beaches long on one of our 3 islands Siesta Key, Lido Key and Longboat Key with a total of 64 km of white sandy beaches. Our beaches are clean and running at all times. There is...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Luxury Beach Cotttage1 / 32
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Grill
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable Luxury Cottage on Gulf front Estate, nestled among Oaks & Palms. Tongue and groove wood cathedral ceiling, white wood floors, wains-coat, tile bathroom, washer, dryer and dishwasher. Large sliding glass doors to enjoy a view of gardens & ponds. Relax, get away and enjoy Siesta Key's laid...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover your personal paradise at this 3-bedroom, 2-bath vacation rental home in Sarasota. Nestled in a private jungle oasis, this Florida home features a backyard with a pool, and offers a prime location offering easy access to Lido Beach, St. Armand's Circle, Longboat Key and downtown Sarasota....
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedroom Family friendly Coastal Manor of Sarasota1 / 22
    (20)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Balcony
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 20, 2018
    Stayed all over Florida in many rentals,this one is amazing the house its self felt more like a home,so much room inside and out all the rooms were very nice decor different...
    Reviewed March 22, 2017
    Perfect stay in an amazing Southern State style house. Lovely apartment, well equipped and a lot of space. Wonderful surrounding with pool at Phillipi creek. Best place for...
    See all reviews
    About this property
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Sarasota/Florida, Siesta Key Beachfront Townhouse.1 / 24
    (3)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Internet Access
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prime Siesta Beachfront location just a block north of Sarasota County's Siesta Beach and only a 4 block walk or tip taxi ride to Siesta Key Village. This property shares a private beachfront lot with one other townhouse unit. It is on the sugar white quartz sand of Crescent Beach which has been...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Make Enquiry
    Charming Lido Key Beach House 5 min Walk to Beach!1 / 33
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 29, 2015
    I had been staying in Sarasota for springtime vacations for about ten years before renting this house on Lido Key. The house is charming and spacious with all the extras you...
    See all reviews
    About this property
    This beautifully decorated Beach House of about 1400 sq ft includes a living room, dining room, KitchenAid equipped newly renovated kitchen, laundry room, 2 bedrooms, and 2 bathrooms. The living room has a large and comfortable couch, a coffee table, and cable TV. The dining room includes a...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Central Heating
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Amarilla is a wonderful 3 bedroom house located 2 blocks from the wonderful St. Armands Circle. The 3 bedroom home is furnished with everything you will need for a wonderful stay. The owner provides you with everything you would need and is very detailed orientated. The house is immaculate...
    View all property information
    Location Information
    Lido Key, Sarasota 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    Newly Remodeled 3 Bed 2 Bath Bungalow Block to Beach Heated Pool & Spa FREE WiFi1 / 23
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 13, 2017
    This place was so cute... we didn't want to leave. We were 4 ladies away celebrating birthdays and this home was everything we could have possibility hoped for. Amazing...
    See all reviews
    About this property
    This newly remodeled home has all the amenities you need while on vacation and still manages to maintain its beachy charm. Professionally decorated this home has an airy feel with top of the line finishings. At 3 bedrooms and 2 full bathrooms, this is one of the best little rentals on Lido Key....
    View all property information
    Location Information
    Lido Key, Sarasota 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    A luxurious 1926  Florida bungalow, located in historic Laurel Park, Sarasota1 / 17
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 14, 2017
    I'll be the first to admit I didn't know much about Sarasota before heading to Susan and Jerry's bungalow, but I left feeling like a regular! It is the perfect location from...
    Reviewed February 13, 2017
    We stayed here because we wanted a quiet location within easy walking distance of the Marie Selby Botanical Gardens, the Marina complex and Sarasota center with its many shops...
    See all reviews
    About this property
    This upscale and unique 1926 Florida bungalow, with two bedrooms and two bathrooms, is located in the historic Laurel Park District of Sarasota. It features the charm of the old with the convenience of the new. The 1300 square foot home, with original old pine floors, was totally and elegantly...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Hot Tub
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury home on 27 hole golf course, 3400 sq ft of designer heaven PLEASE NOTE, RATES ARE CALCULATING INCORRECTLY PLEASE CONTACT OWNER FOR QUOTE FOR JUNE/JULY BOOKINGS. This newly furnished and updated executive home totals over 3400 sq ft of luxury right on the 1st fairway of the #1 rated golf...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Washer
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 bedroom 3 bath home. Ideally located steps from St Armands Circle shops and restaurants and minutes from downtown Sarasota. Walk to famous Lido Key beach. Professionally designed, furnished and outfitted. Lush landscaping surrounds outdoor pool and seating areas behind privacy wall....
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Ocean Views
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come sail away, come sail away with me!!! Welcome to Topsail! Our newly constructed luxury cottage has everything you could ask for with all the amenities your group [up to 12] can fathom. Inside you’ll enjoy travertine flooring throughout the entire three-story building, garden soaking tub in...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    Sarasota River House Paradise. 4BR. Free kayaks, bikes, fishing, hot tub + more.1 / 23
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 27, 2017
    We loved this property! It worked perfectly for our family get together. We needed a place to stay for a ceremony at my daughters college, we came from New York and both sets of...
    Reviewed March 26, 2017
    This home is really comfortable and has a wonderful array of amenities. Peter Dunn has put lots of thought into the details of making it a home away from home. Our family has...
    See all reviews
    About this property
    The property and Sarasota were not damaged by hurricane Irma. We're booked for all of December and half of January and March. Most people wait until after the holidays to start planning winter vacations, so they book for February and March. Thus, after holiday school breaks are over, the second...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Siesta Dunes is where you want to stay on your next vacation and every vacation thereafter! We are offering a 3 bedroom, 2 bath (over 1500 climate controlled sq. ft) 4th floor condo with ocean gulf views at one of Siesta Key's premier complexes. Siesta Dunes is a gated complex with their own...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Elegant 4 Bedroom 3 bath Executive Home - HEATED POOL near Siesta Key Beaches!!!1 / 34
    (13)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Internet Access
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    A great place, my family loved it. My family and I high recommend it. Nice quiet place near the beach.
    Reviewed October 22, 2018
    We really enjoyed our stay. The home is lovely and very comfortable. We had 3 generations at the house and there was something for everyone. The pool was great, Netflix in...
    See all reviews
    About this property
    Heated Pool with therapy jets. You will Love this Large 4 bedrooms Home situated within minutes to #1 Siesta Key Beaches, Downtown, Live Entertainment, Fine Dinning, Shopping, etc.... The home has a oversized covered Lanai, A screened in Pool and a 2 Car Attached Garage. #1 -'Master Bedroom Suite'...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4/5 Bed Rooms, 3 Baths, Sleeps 8 to 12 Very elegant, updated, 4br, 3 ba, heated pool home, in the heart of Sarasota, close to every thing, down town, beaches, lido key, St Armand cir, marina jacks, gulf courses, museums . The house is fully renovated and updated, elegantly furnished and very...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34237
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    (Cozy, Pet Friendly, Bungalow , great location, Siesta Key and Down Town1 / 15
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 11, 2017
    This home has been totally and most tastefully renovated throughout with excellent kitchen and bathroom facilities, and is in a most convenient and quiet part of Sarasota. It...
    See all reviews
    About this property
    A totally remodeled 1,200 s.f. bungalow located in a million-dollar neighborhood known as the 'flowered streets' West of 41. The house is centrally located close to shopping, beaches, downtown and the world famous St. Armand’s Circle. Siesta Key is a meer 4 miles away, downtown 2 miles, St....
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A True 3 Bedroom, 2 Bath Property With A Private Outdoor Kitchen And Spa Nestled on the serene and inviting Crescent Street, a true wood picket fence is the classic cottage signature which perfectly frames the tropical landscaping and delightful curb appeal. Modern comforts of the 1,465 square...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in June 2017, this tri-level home completely captures the true essence of living the luxurious Florida lifestyle. No expense was spared to create this luxurious haven of elegance, with a heated beach-style entry access pool with picturesque water features including a spillover waterfall and...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Parking
    • Hot Tub
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will love our beautifully maintained and clean Villa Youppie in Sarasota. It is located at the corner of a lake which provides lots of privacy and thanks to a southern exposure you have sun in the pool and on the patio all day long. New travertine tiles on the patio, granite counter tops in the...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Soak up the Sunshine State from this 2-bedroom, 2-bath Sarasota vacation rental house that comfortably sleeps 4. The private backyard that’s embellished with an abundance of Bamboo and lush gardens is the perfect place to enjoy meals al fresco. Located only a few miles from Siesta Key Beach, this...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Sarasota's Shangri La for family getaways, weddings and more!1 / 50
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 2018
    We had a great time at Sarasota;s Shangri La! We stayed in this house while visiting my sister in Nokomis. The house, pool, and spa were great, but the gardens and turtle pond...
    See all reviews
    About this property
    PRICING - If the property is available within the next 2 weeks I am willing to negotiate a price that will meet your budget. Send me an offer. Let's make a deal! I'd like to get it rented. PRIVACY - Enjoy the tropical paradise and serenity of this very private estate! Secluded home situated on 2.5...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Washer
    • Grill
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make a splash in the private screened-in pool at this winning 4BR/4BA home. Play a game of ping-pong or fire up the BBQ for an al fresco meal. You’re a quick walk to Lido Beach and an array of shopping, casual eateries, and fine dining. Sleeps 8. Long Description: Make a splash in the private...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Something for everyone! Spacious 4 bedroom house in quiet neighborhood. Great for the single person retreat, a couple seeking time together or the family get-a-way. There is a tree house, swing and hammock in the big back yard something for the little kids and big kids too. The big teak table on...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Patio
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has just been listed on Trip Advisor but has been on VRBO and Homeaway for over a year with all 5 star reviews. This beautiful Italianate-style 2-story home was built in 1925 during the John Ringling era. It is a rare find, nestled in a quiet, peaceful neighborhood and listed on the...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly remodeled 1,900 sq. ft. open concept home must be seen to be appreciated. It is appointed with high quality upscale granite, travertine style tile floors and all new furniture and appliances. Most of the living is outdoors in the screen enclosed pool and patio area. The master BR suite...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • Parking
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Playa y Blanca. This COMPLETELY RENOVATED, single level and uniquely configured (4 BR/2BA - 2 Master BR/1 Queen each & 2 2nd BR/2 twins each-sleeps 8) vacation home [Casita Blanca and Casita Playa] has 2 kitchens and 2 living areas, the perfect arrangement for families or groups that...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend your next holiday within walking distance of Shell Beach, the favorite beach of the locals and a few minute drive to Crescent Beach and the Village. Carry your beach chairs and set up your fishing pole within minutes from this lovely and friendly beach home. Updated kitchen and bathrooms....
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Air Conditioning
    • Internet Access
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Internet Access
    • Grill
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Patio
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • DVD Player
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable, Cozy, charming home in the middle of it all in Downtown Sarasota with a private outdoor patio where you feel you can also get away from it all. Walk to restaurants, shops, Saturday morning farmers market or the marina. Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota. The...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom, 2 bathroom 2nd floor loft has just undergone a fresh remodel, and is ready to make your vacation complete. The location cannot be beat by any other rental in the surrounding area. You are literally across the street from the Towles Court Artist Colony, which features classic style...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Tranquility at the Preserve1 / 35
    (1)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury 5 bedroom 4 ½” bath house on the Misty creek Golf Course/Country Club Gated community nested on a wild life preserve with large lakes. Home sleeps 10 Master suite with private access to heated pool and spa Large private screened heated pool and hot tub Outdoor grill Beautiful lake at the...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34241
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Beach Cottage has it all! Plenty of space for your friends and family and is located just steps from the World Famous Siesta Key Public Beach. This spacious Cottage has 4-5 available bedrooms and a fenced in backyard with propane grill. This house is ready for your next Siesta Key get...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3.5 miles to Siesta Key, North Bridge Dawson House is closely located within a few miles to Siesta Key and close to downtown Sarasota. This home offers an open kitchen that is truly 'The Heart of the Home.' Completely remodeled with custom wood cabinets, a cast Iron farm sink, Granite Counter tops,...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    1
    List your property
    Owner log in