Updating...
Price per night from
$165
3 Bedroom Private Tropical Oasis ! Pool ,Hot Tub, Darts , Mini Gym ,Golf Area
Palma Sola house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Match: Private pool
All filters matchPrice per night from
$344
❤️ Family Getaway ❤️ Special Rates ⚡️ March 19 - March 26 | Fully Stocked
Palma Sola house
- 4 bedrooms
- 4 bathrooms
- sleeps 14
Match: Private pool
All filters matchPrice per night from
$602
Beautiful home- Private getaway-Heated Pool/HotTub IMG 5 Close to Beaches
Palma Sola house
- 4 bedrooms
- 4 bathrooms
- sleeps 22
Match: Private pool
All filters matchPrice per night from
$831
Bird of Paradise Guest House Pool Home 10 Minutes or less to Anna Maria Island
Palma Sola house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Match: Private pool
All filters matchPrice per night from
$310
Great rentals within 20 miles that match your search
Match: Private pool
All filters matchPrice per night from
$487
Match: Private pool
All filters matchPrice per night from
$229
Match: Private pool
All filters matchPrice per night from
$999
Treasure Island Villa - Beachfront with a pool!
Treasure Island house
- 4 bedrooms
- 4 bathrooms
- sleeps 14
Match: Private pool
All filters matchPrice per night from
$1,976
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
Anna Maria house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Match: Private pool
All filters matchPrice per night from
$744
Match: Private pool
All filters matchPrice per night from
$229
"Island Oasis" A single family North end canal home with pool
Anna Maria house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private pool
All filters matchPrice per night from
$745
Match: Private pool
All filters matchPrice per night from
$368
****Walk to Beach-5min! Waterfront Canal! Private Pool~spa~Kayaks, Bikes!
Siesta Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private pool
All filters matchPrice per night from
$454
Match: Private pool
All filters matchPrice per night from
$492
Match: Private pool
All filters matchPrice per night from
$258
Match: Private pool
All filters matchPrice per night from
$1,145
Responds fast! avg. 3 hours 20 minutes
Match: Private pool
All filters matchPrice per night from
$284
Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool
Bradenton Beach house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Match: Private pool
All filters matchPrice per night from
$516
Match: Private pool
All filters matchPrice per night from
$286
“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 pool
All filters matchPrice per night from
$195
“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.
Match: Private pool
All filters matchPrice per night from
$532
Ultimate St Pete Beach Front Rental Condo #101
St. Pete Beach apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Comfort and Convenience” We only stayed for 2 nights, but would not hesitate to rent here again. The location on St. Pete Beach was perfect. Even though there was temporary beach dredging going on in front of the condo this did not ruin our stay. The access to the beach was very convenient and there were less people and more room at this end, away from the larger hotels. The accomodations were just as pictured. Beautifully updated - everything clean as could be. All the conveniences were there and in working order. We look forward to the next time we can book a visit.
Match: Private pool
All filters matchPrice per night from
$401
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 pool
All filters matchPrice per night from
$476
Match: Private pool
All filters matchPrice per night from
$367
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 pool
All filters matchPrice per night from
$196
Responds fast! avg. 3 hours 20 minutes
Match: Private pool
All filters matchPrice per night from
$239
“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.
Match: Private pool
All filters matchPrice per night from
$630
“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 pool
All filters matchPrice per night from
$330
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 pool
All filters matchPrice per night from
$500
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 pool
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 pool
All filters matchPrice per night from
$229
“Location location” Great house convincent , clean , close to everything
Match: Private pool
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 pool
All filters matchPrice per night from
$263
Responds fast! avg. 3 hours 20 minutes
Match: Private pool
All filters matchPrice per night from
$227
Luxury Water Front Condo - Intercoastal Waterway
Treasure Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Match: Private pool
All filters matchPrice per night from
$205
Match: Private pool
All filters matchPrice per night from
$166
Match: Private pool
All filters matchPrice per night from
$172