Updating...
Match: Rental types Shared outdoor pool (heated) Horse riding
All filters matchPrice per night from
$286
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$338
Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach
Longboat Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 3 hours 20 minutes
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$190
Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Poo
Bradenton Beach condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 3 hours 20 minutes
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$213
Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$337
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$434
"Lido Lookout" Beach Paradise Private Home on Lido Key
Lido Key house
- 5 bedrooms
- 5 bathrooms
- sleeps 10
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$2,977
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$393
Responds fast! avg. 1 hour 49 minutes
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$516
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$382
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$2,061
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,145
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$201
☆ King in Master • 1st Floor • Heated Pool • ¼ mile walk to Siesta Key ☆
Sarasota condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$193
Waterview Oasis Retreat, minutes to Anna Maria Island and IMG
Bradenton condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$109
FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$271
Pool & Hot Tub-Pine Bay Forest 3-Bedroom Condo, Near AMI Beaches 3 month min
Bradenton condo
- 3 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$107
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$189
Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more
Bradenton apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 9 minutes
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$117
3BR/4BA TOWNHOUSE - POOL VIEW PARADISE - PRIVATE BEACH ACCESS
Siesta Key townhouse
- 2 bedrooms
- 4 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 38 minutes
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$430
2 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$487
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$46
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$573
SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL
Bradenton Beach house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$287
Come join us for your Winter Migration!!!!!!!!!!
Bradenton Beach condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$103
Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!
Holmes Beach apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$430
Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views
Siesta Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$277
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$360
2 bedroom Florida condo unit 13 at family friendly resort
Longboat Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$425
“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$287
#1 Beach - "Super Clean" - 2 Level Townhouse - 1400sf 2Br/2.5 Bth- 5 Star Rating
Siesta Key condo
- 2 bedrooms
- 3 bathrooms
- sleeps 6
“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!
Responds fast! avg. 2 hours 32 minutes
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$434
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$295
2 bedroom poolside condo steps from ocean beach and dock on bay
Longboat Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$425
“What a great view” We usually rent a house one block from the main Siesta Key beach area. This year friends rented the house and my husband and I stayed in this condo for a week. Loved the view of the beach from the living room! Loved the lani! Location was great. Pool was massive compared to our usual house pool, however we did have to walk thru parking lot to get there. The noise from the hall was annoying. And I did miss my temperpedic mattress, but had a great relaxing time.
2 of 3 match: Horse riding, Rental types, Shared outdoor pool (heated)
2 of 3 filters matchPrice per night from
$328
Responds fast! avg. 2 hours 32 minutes
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$339
Responds fast! avg. 1 hour 33 minutes
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$447
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$229
1 of 3 match: Rental types, Horse riding, Shared outdoor pool (heated)
1 of 3 filters matchPrice per night from
$189