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Vacation rentals in Holmes Beach, FL

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All 394 Rentals in Holmes Beach
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$169
Per Night
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1 / 19
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1 Bedroom, 1 Bathroom, Sleeps 4
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$169
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1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 4
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$186
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1 / 20
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1 Bedroom, 1 Bathroom, Sleeps 4
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$192
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1 / 52
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Hot Tub
  • Garden
  • Ceiling Fans
  • Parking
  • Garage
  • DVD Player
  • Patio
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large... View all property information
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5 of 5 stars Reviewed 29 October 2014
We had a great time and the house was perfect. Our group was two families with 5 young children and 4 adults. Plenty of room in the house and everyone loved the pool. Alex was...
5 of 5 stars Reviewed 10 September 2014
We stayed in the house for a 4th of July holiday. The house is very well kept and had ample room for 4 adults and 3 children. The house is located a short walk from the beach...
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From
$113
Per Night
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1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Deck
  • Air Conditioning
  • Grill
  • Microwave
  • Satellite TV
  • DVD Player
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. We offer three locations on... View all property information
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5 of 5 stars Reviewed 31 August 2014
Everything was perfect on our stay at Ohana North. We had a great time being close to the beach. The place was clean and thoughtfully stocked with things like beach chairs...
5 of 5 stars Reviewed 17 July 2014
This condo is just outstanding, from the decor/amenities to the location. Danny has made sure you have EVERYTHING you need to enjoy your stay. It was very clean and charming. It...
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From
$499
Per Night
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1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Satellite TV
  • Garage
  • Fitness Room
  • Patio
  • Pool
  • Air Conditioning
  • Internet Access
  • Balcony
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Island Paradise is just that- the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any better than this. It is like you are sitting on the deck of a cruise... View all property information
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From
$161
Per Night
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1 / 28
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Garage
  • Safe
  • Refrigerator
  • Dryer
  • Parking
  • Patio
  • DVD Player
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Grab your flip-flops and beach chairs! This family-friendly 3-bedroom, 2 1/2 -bath townhouse is just two quick blocks to the pristine, white sandy beaches of Anna Maria's gorgeous blue waters of the Gulf Coast. And after a relaxing day of sand and sun, come back for a refreshing dip in the heated... View all property information
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5 of 5 stars Reviewed 9 October 2014
Loved this town house perfectly appointed for a family vacation. Beautiful tommy bahama furniture, comfortable living space, lots of bed space, well equipped kitchen. Beautiful...
5 of 5 stars Reviewed 29 September 2014
This beach condo is like staying in your own home. It is very comfortable, clean and spacious. Only a short walk to the beach makes it the perfect location! You can also bike...
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From
$197
Per Night
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1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Ceiling Fans
  • Grill
  • Refrigerator
  • Satellite TV
  • Patio
  • Deck
  • DVD Player
  • Porch
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This is no ordinary rental! It is elegant, immaculate with upscale furnishings & very private while in one of the best locations on the Island! No car necessary while staying in this 1/1 apartment with optional 2nd bedroom (please inquire for availability). Second queen bedroom available for $75... View all property information
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5 of 5 stars Reviewed 21 July 2014
We spent a fun-filled week at this property. We loved being steps away from this gorgeous beach where the sunsets are amazing. The apartment was spotless and well maintained...
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From
$423
Per Night
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1 / 30
6 Bedrooms, 9 Bathrooms, Sleeps 15
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Amenities & Details
  • Parking
  • Patio
  • Heated Pool
  • TV
  • Grill
  • Dryer
  • Private Pool
  • High Speed Internet
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sands of Time 6908 Holmes Blvd. Holmes Beach, Fl. 34217 Sands of Time is a brand new luxury island tropical home with 6 bedrooms, 4.5 bathrooms and is only a short 2-3 minute stroll to the Gulf beach. The heated pool features a deluxe spa and an over-sized lanai next to the pool features a... View all property information
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From
$135
Per Night
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Dryer
  • TV
  • Satellite TV
  • Microwave
  • Patio
  • Refrigerator
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Short walk to white sand beaches. Bike to nearby Robinson... View all property information
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From
$218
Per Night
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1 / 31
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Patio
  • Ceiling Fans
  • Dishwasher
  • Microwave
  • Washer
  • DVD Player
  • Garage
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
*** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - AVAILABLE FROM AUGUST 2014 - TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND FLOOR LANAI. *** Leave your troubles behind as you cross to Anna Maria and surrender to the island pace. Our... View all property information
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5 of 5 stars Reviewed 19 July 2014
This home looked great from the online pictures but was even nicer in person. Mike and Lesley went out of their way to accommodate our young family by purchasing a highchair and...
5 of 5 stars Reviewed 16 March 2014
we should declare an interest in that Mike and Lesley are long standing friends nevertheless this is, the website suggests a jewel of a property. We had a week with my husband's...
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From
$238
Per Night
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1 / 34
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4 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Ceiling Fans
  • Washer
  • Hot Tub
  • Microwave
  • Refrigerator
  • TV
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
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4 of 5 stars Reviewed 2 October 2014
We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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From
$111
Per Night
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1 / 45
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Balcony
  • Microwave
  • Air Conditioning
  • Satellite TV
  • Dishwasher
  • Washer
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Cove at Sandy point, unit 204 ,3601 East Bay drive, Holmes Beach is a beautiful upper floor, fully air conditioned 2 bed, 2 baths Pool front condo that has been completely remodeled and entirely refurnished in May 2012. Situated near a quiet nature reserve it also benefits from being just a... View all property information
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5 of 5 stars Reviewed 21 September 2014
Stayed here from the 3rd September to the 12th September. Lorraine is the nicest person to deal with. The condo was perfect. We travelled as a family, me, hubby, daughter aged 15...
5 of 5 stars Reviewed 4 January 2014
We stayed at this wonderful condo over Christmas 2013. I was as described, a short walk to Publix and to beach. The bus stops outside Publix,so there is no need to use your...
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From
$218
Per Night
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1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Washer
  • Dryer
  • Grill
  • Parking
  • Dishwasher
  • Satellite TV
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This property is available for rentals 7 nights or more. 99 steps from the beach! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 18... View all property information
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From
$121
Per Night
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1 / 10
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1 Bedroom, 2 Bathrooms, Sleeps 2
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Amenities & Details
  • Dishwasher
  • Deck
  • Microwave
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This property can only accept 7 nights stays with a check-in on Saturday Anna Maria Island's newest and finest condominium complex offers several fabulous holiday villas all designer decorated and with floor plans maximizing water views. A heated pool is a great place to relax after a day at the... View all property information
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From
$152
Per Night
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1 / 13
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Pool
  • Dryer
  • Ceiling Fans
  • Internet Access
  • DVD Player
  • Refrigerator
  • Balcony
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Apartment 8 is located on the upper level. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. The apartment has its own private balcony with stunning beach and sunset views. There is also a large shared deck with tables and chairs which overlooks the pool.... View all property information
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From
$97
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1 / 8
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • VCR
  • Ceiling Fans
  • Balcony
  • Washer
  • Dishwasher
  • Refrigerator
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 2 blocks away with its bright white sand and aquamarine waters. For... View all property information
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From
$226
Per Night
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1 / 35
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3 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • DVD Player
  • Ceiling Fans
  • Washer
  • Satellite TV
  • Microwave
  • Stereo System
  • Fireplace
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
TripAdvisor EXCELLENCE AWARD | Exquisite direct beachfront condo with 2 bedrooms, 2 baths and den | Stunning views | Sleeps 4-5 | Open kitchen | Granite counter tops | Large storeroom near beach with beach items | Beach side screened lanai with stairway direct to beach | Ceiling fans in every room... View all property information
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5 of 5 stars Reviewed 12 November 2014
We enjoyed and appreciated the beauty of Anna Maria Island!! We sunbathed, biked, swam, shopped, and ate way too much!! Marilyn was the perfect hostess, even though she was not...
5 of 5 stars Reviewed 7 August 2014
Our recent stay at Holmes Beach was simply amazing. We were pleased to walk in the door and find our vacation rental extremely clean and ready for our arrival. We were impressed...
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From
$226
Per Night
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1 / 18
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1 Bedroom, 1 Bathroom, Sleeps 4
Booking
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Amenities & Details
  • Grill
  • Ceiling Fans
  • Dryer
  • Dishwasher
  • Fax
  • Pool
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • ?
About this property
One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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5 of 5 stars Reviewed 21 July 2014
Our stays here have always been enjoyable & awesome. Really nice comfortable condo unit & being right on the beach......you can't ask for anything more!!!! Even the Sea Turtles...
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From
$169
Per Night
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1 / 24
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Dryer
  • Outdoor Pool
  • TV
  • Dishwasher
  • High Speed Internet
  • Parking
  • Heated Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Villa Tuscany 4110 6th Avenue Holmes Beach, FL 34217 The enchanting Villa Tuscany is nestled in gated tropical gardens with views towards the Bay waters of Anna Maria Sound. Walls are topped with decorative Italian style balustrading and brightly covered bougainvillea along with flowering... View all property information
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2 of 5 stars Reviewed 26 March 2013
We love Anna Maria Island.This was our second visit to the island and were looking forward to staying in a "luxury" villa for a month as that was how this property was advertised...
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From
$124
Per Night
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1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Patio
  • Parking
  • Washer
  • Garage
  • DVD Player
  • Ceiling Fans
  • Refrigerator
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Beachy and bright condo on the second floor of a small 2-story-building (20 units in total), overlooking the mangroves with view to the Palma Sola Bay. Only some steps away from the ocean and the wonderful wide and powder sanded beaches. The condo is recently refurnished; masterbedroom with a... View all property information
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4 of 5 stars Reviewed 5 August 2013
We stayed for 4 nights at the appartment and enjoyed all our time there. The appartment is well situated on easy access routes, across the way from the Publix and a brisk walk...
5 of 5 stars Reviewed 19 August 2014
Erholung pur!!! Super Appartment, liebevoll eingerichtet mit allem Zubehör ( z.B. Spiele, Gewürze, Kaffeefiltertüten usw.) Tolle Lage, Fußweg zu Publix und zum Strand, Balkon mit...
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From
$1,015
Per Week
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • DVD Player
  • Dryer
  • Patio
  • Grill
  • Dishwasher
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This charming 2 Bedroom 2 Bath is the fourth house from the gorgeous white sand beach on the Gulf of Mexico. Remodeled and updated, this fully furnished home features 1450 sq ft, plus garage and patio. Amenities include living room plus family room with TVs in both, fully equipped kitchen, laundry... View all property information
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5 of 5 stars Reviewed 19 June 2014
This place is absolutely magnificent. I would advise to travel light. The house has anything and everything you would need, housewares, bicycles, floats, towels, washer and dryer...
4 of 5 stars Reviewed 18 May 2014
Very well equipped for families perfect location will definately go back. Free trolley is excellent and easy to access, also for the attractions if you would like some fast fun...
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From
$152
Per Night
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1 / 12
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1 Bedroom, 1 Bathroom, Sleeps 4
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Details Reviews (8) Make Enquiry
Amenities & Details
  • Satellite TV
  • Microwave
  • DVD Player
  • Air Conditioning
  • Washer
  • Parking
  • Dryer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the heated swimming pool. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. If you are looking for a great, affordable place to stay on Anna... View all property information
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4 of 5 stars Reviewed 13 October 2014
My husband and I were pleasantly surprised with this condo unit. It was so well equipped and nicely appointed with furnishings, lines and the like that we could have seen...
5 of 5 stars Reviewed 31 August 2014
We had a good time staying at this place. It was easy to get to, well situated next to the beach and a few dining establishments. WiFi was handy, TV channels were good, the...
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From
$160
Per Night
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1 / 22
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Details Reviews (11) Make Enquiry
Amenities & Details
  • DVD Player
  • Refrigerator
  • Dryer
  • Washer
  • Parking
  • Ceiling Fans
  • TV
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
6 reasons why you will love our condos as much as we do: *VIEW! So close to the beach, with a wonderful view from the living room and master bedroom - not to mention from the roof-top terrace! *LOCATION! Close to the beach, grocery store, restaurants and everyday needs. 'We really... View all property information
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From
$1,777
Per Week
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1 / 22
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (13) Make Enquiry
Amenities & Details
  • Pool
  • Water Views
  • Grill
  • Dishwasher
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a private heated pool set amidst tropical, native landscaping. Its 2000 square feet of luxury! The beach is approximately one half block away with no major roads to cross. You can enjoy views of the... View all property information
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4 of 5 stars Reviewed 23 July 2011
Let me start off with the negatives first: 1) Although this home is advertised as having a two-car garage, you can actually only use one since the owners keep their boat in...
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From
$197
Per Night
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1 / 10
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Refrigerator
  • Satellite TV
  • Parking
  • Grill
  • Ceiling Fans
  • Dryer
  • Garage
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Beautiful Condo just steps from the white sandy beach!. Spacious 2 bedroom/ 2 Bath with partial views from the rear lanai. Tastefully decorated and a fully stocked kitchen make this your home away from home!. Unobstructed views from the rooftop deck make for spectacular sunsets. Master bedroom has... View all property information
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1 of 5 stars Reviewed 28 July 2014
On 7/19/14 we checked in and found the condo had not been cleaned and all of the linens were on top of the washer and were all dirty. We had to start by sweeping floors, cleaning...
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From
$282
Per Night
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1 / 23
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Patio
  • Grill
  • Refrigerator
  • Deck
  • Washer
  • Satellite TV
  • Ceiling Fans
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Situated 3 blocks from the beach and 2 blocks from the bay with a secluded yard surrounded by mangroves, this two-story home includes 3 bedrooms on the first floor and a regal master suite on the second floor. Comes equipped with Wifi, cable TV in all 4 bedrooms, washer/dryer, dishwasher,... View all property information
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From
$169
Per Night
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1 / 14
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Ceiling Fans
  • Refrigerator
  • Parking
  • Microwave
  • Dishwasher
  • Fax
  • Satellite TV
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • ?
About this property
One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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From
$164
Per Night
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1 / 11
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3 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
Details Make Enquiry
Amenities & Details
  • Washer
  • DVD Player
  • Air Conditioning
  • Ceiling Fans
  • Internet Access
  • Refrigerator
  • Dryer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Very spacious two bedroom Condo with a large living room. Flat Screen TV, fully equipped kitchen with all the appliances. Not far from the beach, and short distance to area shopping. Unit has heated pool, and a relaxing Pool deck area. Main bedroom has a King size bed with a private bathroom and... View all property information
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From
$274
Per Night
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1 / 25
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Washer
  • Microwave
  • Dishwasher
  • Parking
  • Satellite TV
  • DVD Player
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
** SPECIAL ** Receive $200 off your base rental fee on October and November 2014 stays! When booking, mention or use the promo code STARFISH. With breath-taking views of the Gulf of Mexico from almost every room and just steps to the beach, you may never want to leave the soothing and relaxing... View all property information
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$360
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3 Bedrooms, 4 Bathrooms, Sleeps 9
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  • Hot Tub
  • DVD Player
  • Dryer
  • Microwave
  • Garage
  • Washer
  • Refrigerator
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
200 feet from the Gulf Beach-Dead End Street. 2200 sqft of air conditioned luxury, 3 Bedroom, 3.5 Bath, All 3 bedrooms have private bath with walk-in shower. Deluxe kitchen with double fridge, wine fridge, double oven, microwave, dishwasher, water distiller and well equipped to cook Thanksgiving... View all property information
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$818
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Hot Tub
  • Refrigerator
  • Satellite TV
  • Garage
  • Washer
  • Ceiling Fans
  • Dryer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Luxury at Anna Maria Island La Plage 2 6402 Gulf Drive Unit 2 Holmes Beach, FL 34217 La Plage 2 is Island luxury at its finest! An exquisite example of Mediterranean architecture nestled right on the sands of the Gulf of Mexico, this beachfront enclave will exceed all your expectations. Relax... View all property information
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$547
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Internet Access
  • Satellite TV
  • Grill
  • Parking
  • Patio
  • Pool
  • Ceiling Fans
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
La Plage 2 is Island luxury at it's finest. An exquisite example of Mediterranean architecture nestled right on the sands of the Gulf of Mexico, this beachfront enclave will exceed all your expectations. Relax in the tropical splendor of this ultra-luxurious beachfront property on Anna Maria Island... View all property information
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$186
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Washer
  • DVD Player
  • Dishwasher
  • Patio
  • Fax
  • VCR
  • Grill
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • ?
About this property
One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
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$1,128
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This extremely bright condo offers everything you could hope for in a seasonal rental property. Brilliant morning sun fills the living areas of this spacious unit. The kitchen is fully equipped and the family room features a raised seating area ideal for entertaining or watching the dolphins swam... View all property information
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$169
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2 Bedrooms, 1 Bathroom, Sleeps 6
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  • Washer
  • Refrigerator
  • Ceiling Fans
  • Dishwasher
  • Dryer
  • Microwave
  • Deck
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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$2,256
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4 Bedrooms, 4 Bathrooms, Sleeps 9
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  • Patio
  • Grill
  • Fitness Room
  • Garage
  • Pool
  • Satellite TV
  • Parking
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Wrap yourself in luxury in this owner/designer decorated home offering every amenity to make your trip to paradise a memorable experience. Gaze out from your bedroom balcony to the calming view of the canal. This home is a boater's delight, so bring your boat and enjoy the beautiful gulf waters.... View all property information
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$169
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Dishwasher
  • Grill
  • DVD Player
  • Fax
  • VCR
  • Parking
  • Microwave
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • ?
About this property
One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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From
$108
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Garage
  • Ceiling Fans
  • Air Conditioning
  • Balcony
  • Satellite TV
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The perfect spot for the budget-conscious, beach-loving vacationer! This comfortable and clean 2 bedroom/2 bath elevated duplex is only 200 yards from the fabulous white sand beach and crystal-clear waters of the Gulf of Mexico! If rising vacation rental prices have you worried, this is your... View all property information
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$226
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3 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Patio
  • Grill
  • Ceiling Fans
  • Parking
  • Garage
  • DVD Player
  • Refrigerator
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Bring your tanning oil when vacationing in this gorgeous and luxurious Mediterranean style home. Boasting three bedrooms and three baths, there is room to bring the whole family for a dream vacation on Anna Maria Island. Just a mere block and a half to the white sand beach or steps to the private... View all property information
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$514
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3 Bedrooms, 7 Bathrooms, Sleeps 6
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  • Fitness Room
  • Parking
  • Pool
  • Garage
  • Balcony
  • Satellite TV
  • Air Conditioning
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
You'll be hard-pressed to find something more luxurious than this beautiful three bedroom, two-and-a-half bath unit at the prestigious La Casa Costiera. These high-end condominiums are in demand year-round...take one step inside and you'll immediately know why. You'll find all the luxury touches,... View all property information
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$226
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Parking
  • Washer
  • Ceiling Fans
  • Fax
  • VCR
  • Microwave
  • Grill
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
About this property
One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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From
$210
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1 / 16
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Internet Access
  • Air Conditioning
  • Pool
  • Ceiling Fans
  • Satellite TV
  • Parking
  • Fitness Room
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy your Anna Maria Island vacation in this marvelous three bedroom/two bath pool home just 300 yards to the beach! You'll feel instantly at home in this bright and cheery cottage designed with island living in mind. Tropical décor and an open floor plan are perfect accompaniments to beach... View all property information
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$113
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Parking
  • Toaster
  • Deck
  • Refrigerator
  • Towels Provided
  • Ceiling Fans
  • Linens Provided
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Gorgeous Efficiency and steps to white sandy beaches from this 1 bedroom, 1 bath elevated vacation rental, one story up overlooking pool area. Stairs go up to small deck in front of the efficiency. With 3 x 8 open deck to enjoy the sunsets, or overlooking pool. Feel the warm gulf breezes lounging... View all property information
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$186
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Satellite TV
  • Washer
  • DVD Player
  • Refrigerator
  • Ceiling Fans
  • Parking
  • Dishwasher
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Very spacious two bedroom Condo with a patio area off the living room. Recently remodeled and very nicely furnished. Flat screen TV, fully equipped kitchen with all the appliances. Across the street from the beach, and short distance to area shopping. Unit has heated pool, and a relaxing Pool deck... View all property information
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$1,185
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Fitness Room
  • Pool
  • Satellite TV
  • Air Conditioning
  • Ceiling Fans
  • Patio
  • Parking
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This cottage duplex is in a great location for all that Anna Maria offers. It is only a few blocks from the beautiful Gulf beaches and is convenient for catching the trolley or heading to any of the shops or restaurants on the island. After a great day on the beach relax in the living room with... View all property information
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From
$547
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3 Bedrooms, 7 Bathrooms, Sleeps 6
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Amenities & Details
  • Satellite TV
  • Balcony
  • Pool
  • Air Conditioning
  • Ceiling Fans
  • Grill
  • Parking
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
La Plage Unit 9 is the cream of the crop. Direct Gulf Front, high-floor views make this one of the most spectacular luxury condo's on all of Anna Maria Island. What you get on the inside is no less outstanding. The deep cherry wood island style furniture is the finest around. Granite countertops,... View all property information
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$531
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Deck
  • Ceiling Fans
  • Washer
  • Garage
  • Microwave
  • Hot Tub
  • Parking
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This luxurious 3 bedroom, 2 1/2 bathroom unit features Direct Gulf front, high floor views, making this one of the most spectacular condos on Anna Maria Island. The interior has deep cherry wood island style furniture, granite countertops, imported tiles, designer kitchen, crown molding and... View all property information
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$202
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3 Bedrooms, 3 Bathrooms, Sleeps 12
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  • Microwave
  • Dishwasher
  • DVD Player
  • Parking
  • Grill
  • Patio
  • Dryer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Authentic beach side house sleeps 12 comfortably, has spacious amenities with great outdoor spaces, and has quick access to the beach and trolley line. It's in a quiet area close to one of Florida's greatest stretches of beach! This house was built from two surplus WWII Army barracks in a quiet... View all property information
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$135
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Refrigerator
  • Microwave
  • Grill
  • Internet Access
  • Satellite TV
  • Ceiling Fans
  • Air Conditioning
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Cute 1 Bedroom/1 Bath duplex on 71st Street, just a hop, skip, and a jump to the beach! Completely redone with all new furnishings! Open floor plan, with a queen bed in the bedroom, and a pullout queen in the living room. This unit also includes: Dishwasher, Gas Grill, Heated Pool, High Speed... View all property information
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Holmes Beach Vacation Rentals

Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.

Where to Stay in Holmes Beach

Rental homes can provide not only flexibility but the amenities of the best resorts at a fraction of the price. If you are vacationing with the family, having extra space to spread out is also an asset. Whether you want a weekend getaway or a long trip the rental choices are endless, and you’re sure to find something that will fit your family’s needs.

Fun things to do in Holmes Beach

A scooter is an inexpensive and fun way of getting around the island from your vacation rental. If you want to spend a day on the water, there is excellent fishing in the waters surrounding Anna Maria Island. Take a charter boat and head out in the Gulf for an exciting day of sport fishing. The grouper, snapper, or mackerel you catch can provide the ingredients for a delicious seafood dinner at your vacation rental. Inshore or backwater fishing is also very popular.

Enjoy a beach picnic with the locals under the Australian Pines, or find a secluded cove and enjoy some private sunbathing. Prefer an animated beach crowd? Then the all-you-can-eat pancake breakfasts at "Cafe on the Beach" is your scene.

More beach Fun

Join a volley ball game. There are numerous nets along the beach, and there is always an exciting game taking place. Not in for that much activity? Then lie on the beach soak up some sun while you cheer for your favorite team.

Dining and entertainment

Enjoy a burger and a cold beer at Dusty’s Tavern steps away from your vacation rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your vacation rental. You can also rest and relax at the pool at your vacation rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.