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“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!
Match: Rental types Swimming pool Pets allowed Car not required
All filters matchPrice per night from
$273
Responds fast! avg. 1 hour 9 minutes
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$80
Living the Dream - Pink Flamingo: By Beachside Management
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$320
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$2,064
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$390
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$1,491
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$975
Family Tides - High Tides: By Beachside Management
Siesta Key apartment
- 5 bedrooms
- 5 bathrooms
- sleeps 11
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$550
Walk to Indian Rocks Beach Exclusive Use of Hot Tub, Pool, BBQ with Privacy*#!!!
Indian Rocks Beach house
- 1 bedroom
- 2 bathrooms
- sleeps 3
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$114
Responds fast! avg. 42 minutes
3 of 4 match: Pets allowed, Rental types, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$344
Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool
Bradenton Beach house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$516
AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS
Bradenton Beach apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Responds fast! avg. 3 hours 22 minutes
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$196
La Buena Vida II at Captains Cove, Indian Shores, Florida - Come, relax, enjoy!
Indian Shores apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Very clean and comfortable. Walking distance to everywhere and a great view” Great place to stay. I felt very comfortable and relaxed, this place has a very beachy relaxing vibe in a prime location. You literally do not have to drive anywhere while you're here, everything I wanted was in walking distance!
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$172
Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$166
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$957
Brand New Tropical Paradise Home - Walk to Beach and Downtown
Fort Myers Beach house
- 3 bedrooms
- 2 bathrooms
- sleeps 7
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$918
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$172
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$172
SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL
Bradenton Beach house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$287
Living the Dream - Starfish: By Beachside Management
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$343
Living the Dream - Mermaid: By Beachside Management
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$343
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$401
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$515
A Somewhere Is Here - Changes in Attitude: By Beachside Management
Siesta Key apartment
- 3 bedrooms
- 3 bathrooms
- sleeps 9
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$412
A Somewhere is Here - Changes in Latitude: By Beachside Management
Siesta Key apartment
- 3 bedrooms
- 3 bathrooms
- sleeps 9
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$458
Deluxe Queen Suite in Gorgeous Pop Art Gallery Pool Home Close to Everything!
St. Petersburg private room
- 1 bedroom
- 1 bathroom
- sleeps 2
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$144
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$206
4Bed Spacious Home w/cocktail pool Minutes 2 dtwn St Pete!
St. Petersburg house
- 4 bedrooms
- 4 bathrooms
- sleeps 9
Responds fast! avg. 1 hour 9 minutes
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$326
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$488
“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.
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$631
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.
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$687
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$683
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$402
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$1,147
PRIVATE BEACH OPEN** Beachfront bungalow 4BR *Htd POOL*Pet
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!
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$488
A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach
Siesta Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 9
“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$501
Serendipity Deux- Beachfront 4 Bed/heated pool/elevator
Anna Maria house
- 4 bedrooms
- 5 bathrooms
- sleeps 8
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$2,293
BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK
Indian Shores cottage
- 1 bedroom
- 1 bathroom
- sleeps 4
“What a great getaway location to relax and view the secluded private beach and gorgeous ocean view!!!” We stayed in the Lobster Shack which is a cozy clean bungalow which offered a salt water pool with an awesome view of the Gulf waters. Liz is great making sure our needs were met while addressing unexpected refrigerator problems. She is quick to reply contacting a repairman to resolve the issue. Canines are welcome. I miss the relaxation and calmness of the setting yet on Gulf Blvd there are activities to meet everyone's interests. Thank you Liz and love your puppies.❤
3 of 4 match: Rental types, Swimming pool, Pets allowed, Car not required
3 of 4 filters matchPrice per night from
$190