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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
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Jacuzzi or hot tub
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Private tennis court
Cot available
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High chair
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Safe
Dishwasher
Satellite TV
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Fax machine
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Private outdoor pool (heated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
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Towels provided
Boat available
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Staffed property
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Linen provided
Bicycles available
Climbing frame
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Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
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Secure parking

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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
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380 houses

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Gorgeous Waterfront Home Walking Distance to Beach

Tierra Verde house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$287

Great rentals within 20 miles that match your search

Spectacular sunsets await!

Indian Rocks Beach house

2 bedrooms
1 bathroom

sleeps 4

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$172

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$487

Lovely Tropical Sunlit bedroom

Clearwater house

1 bedroom
1 bathroom

sleeps 3

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$228

3br - Belleair beach vacation rental, 3bd/2bth

Tampa house

3 bedrooms
2 bathrooms

sleeps 6

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$192

Nice mobile home by the canal

St. Petersburg house

2 bedrooms
2 bathrooms

sleeps 4

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Price per night from

$95

Exclusive Aqua Escape - Beachfront with a pool!

Indian Rocks Beach house

5 bedrooms
5 bathrooms

sleeps 12

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Price per night from

$2,172

Westwinds Paradise - Private Pool - Steps from the sand!

Indian Rocks Beach house

4 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$921

Exclusive Isla Bonita - Private Pool - Steps from the sand

Indian Rocks Beach house

4 bedrooms
4 bathrooms

sleeps 12

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Price per night from

$921

Treasure Island Villa - Beachfront with a pool!

Treasure Island house

4 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$1,976

3 Palms Retreat - Beachfront

Indian Rocks Beach house

7 bedrooms
4 bathrooms

sleeps 16

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Price per night from

$1,581

Sunshine's Hideaway - Beachfront with Private Pool

Indian Rocks Beach house

5 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$1,447

Beachfront GULF Cottage at beautiful Sandy Shores on Gulf of Mexico

Indian Rocks Beach house

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 4 minutes

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$299

Spectacular Beach House With GulfView Only Steps to a Pristine Beach

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$687

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

Gulfport house

2 bedrooms
1 bathroom

sleeps 6

“Palm Cottage” Exceeded our expectations! Absolutely the perfect location. Palm Cottage was adorable, clean, well stocked with supplies, and sooo relaxing. Restaurants and beach an easy walk on brick streets. So much charm. Will definitely be back.

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$160

3 bedroom, 2 bath home, just steps to the beach

Treasure Island house

3 bedrooms
2 bathrooms

sleeps 6

“What a great week we had” We recently had a family reunion at this beach house. There were eight of us and there was plenty of room. The house was a wonderful place and we really enjoyed morning coffee around the island in the kitchen and s'mores in the evening on the back deck around the fire pit. Several times we grabbed a glass of wine and walked to the beach to watch the sunset and even saw a few dolphins. The area seemed to have a lot of events happening nearby, sand sculptures on the beach, shopping at a restored fishing village with several unique shops, bands on the sands and fireworks. The oversized wrap around deck added extra room to what already felt like a spacious house. The house is beautiful and we look forward to vacationing there again.

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$458

Serendipity

Anna Maria house

4 bedrooms
4 bathrooms

sleeps 8

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$1,260

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

3 bedrooms
3 bathrooms

sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

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Price per night from

$476

Gulfport Waterfront Mid-Century Modern Masterpiece

Gulfport house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$367

Dolphin House at Gulfport's Pier

Gulfport house

3 bedrooms
2 bathrooms

sleeps 8

“Great time at Dolphin House” We went to Florida for my brother's wedding and needed to find a place to stay that would accommodate 7 people (2 kids included) and this was perfect. The bedrooms were a great size; very clean; the house is laid out nicely so that you are not all grouped together. There are two living rooms with TVs which helped our family so we weren't on top of each other the entire trip. We went over 4th of July weekend and the location ended up being perfect. We walked 2 mins down to the beach and watched an amazing fireworks display! It was also a close drive to St. Pete beach where my brother was staying. Overall, great experience.

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$201

Harbor Mist: Fresh & Friendly in Marina District + Private Outdoor Oasis

Gulfport house

2 bedrooms
1 bathroom

sleeps 6

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$149

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms
3 bathrooms

sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

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Price per night from

$630

Jacaranda Artist Retreat

Anna Maria house

3 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$218

WATERFRONT HOME "BOATERS DREAM" 2br/3ba Pets OK

Redington Shores house

2 bedrooms
3 bathrooms

sleeps 6

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$255

INTRACOASTAL GETAWAY HOME

Indian Shores house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$292

EIKO BEACHFRONT HOME 4BR/3BA**HEATED POOL&SPA*PETS OK

Treasure Island house

4 bedrooms
3 bathrooms

sleeps 13

“Water, water everywhere” So very, very close to the beach. Very helpful agent. Had 11 people with plenty of room .awesome time.

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$686

PRIVATE BEACH OPEN** Beachfront bungalow 4BR Htd POOLPet

Indian Shores house

4 bedrooms
2 bathrooms

sleeps 10

“A wonderful place to be!” Our rental was right on the pool/beach. It was perfect! Gorgeous pool and the beach - beautiful, private - everything you could want. The cottages were spacious, clean and kitschy. They had everything you needed. You could tell good people stayed there as everything was well kept and stocked. The owner, Liz, was lovely and even though we had no pets, every pup there was well behaved and everyone was respectful of the rules. The people staying at the other cottages were wonderful and had stayed there before. Obviously Liz knows what she’s doing . My parents also stayed with us and both of them loved the place. The beds were very comfortable which doesn’t always happen in rentals. Hoping to see you next year! Cheers!

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$487

BEACHFRONT BUNGALOW Marlin Hideaway Htd PoolPets

Indian Shores house

2 bedrooms
1 bathroom

sleeps 6

“Amazing!” Second time back and even better. Everything we needed to escape the craziness of COVID-19. Got to meet some new friends in the other bungalows and enjoy the beautiful beech! Can’t wait to return.

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Price per night from

$423