Updating...
Resort-Style Zero Entry Heated Pool- Pickleball- Tennis- Fitness Center- Spa- Al
Lakewood Ranch condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 3 hours 41 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$99
Highly Desirable Lakewood Ranch- Golfing, Tennis, Club House, Resort Pool
Lakewood Ranch house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 3 hours 41 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$130
Great rentals within 20 miles that match your search
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$344
Glorious Daze 4bedroom/4bath beachfront home with golf cart & elevator!
Holmes Beach house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$1,375
Just Listed, Walk to Private Beach, SK Beach, Heated Pools
Siesta Key condo
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 4 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$345
Responds fast! avg. 1 hour 40 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$1,202
Responds fast! avg. 1 hour 40 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$412
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$258
Island Time-Private Beach Access-Heated Pool-Water Views
Bradenton Beach condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$191
Paradise Palms-Private Beach Access-Heated Pool-Water Views From Every Room
Bradenton Beach condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$203
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$999
“Excellent” Our stay at 4638 Runabout way was amazing. We loved that the house was very nice, spacious, and clean for my family and I. We loved swimming in the pool everyday. The service was excellent all around. We would definitely stay there again.
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$195
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.
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$476
AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS
Bradenton Beach apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Responds fast! avg. 3 hours 22 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$196
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$225
“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$327
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!
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$550
4 Bedroom with Gulf View Siesta Key FL Beach Fun
Siesta Key apartment
- 4 bedrooms
- 4 bathrooms
- sleeps 10
“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$514
SNOWBIRDS 25 - 40% OFF 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun
Holmes Beach house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$229
“Location location” Great house convincent , clean , close to everything
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$121
Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi
Anna Maria Island apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
“A little gem” Lovely condo, great views and ideally situated for restaurants and shopping (all within walking distance). Would definitely come back again.
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$260
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$227
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$166
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$229
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$368
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$492
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$288
Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool
Bradenton Beach house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$516
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$286
Captiva Paradise Home close to IMG Academy & Siesta Key Beach
Bradenton house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Responds fast! avg. 9 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$373
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$184
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$252
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$564
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$185
Responds fast! avg. 3 hours 20 minutes
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$185
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$654
Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!
Siesta Key house
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$457
Match: Private outdoor pool (heated)
All filters matchPrice per night from
$263