Updating...
Water View, 100 Fishing Dock! Teton 40 Ft. Trailer W/3 Slide Outs
Palmetto house
- 1 bedroom
- 1 bathroom
- sleeps 4
Match: Grill
All filters matchPrice per night from
$137
Match: Grill
All filters matchPrice per night from
$148
Match: Grill
All filters matchPrice per night from
$144
Great rentals within 20 miles that match your search
Piece of Paradise on Beautiful Anna Maria Island VRC 20-000087
Holmes Beach villa
- 2 bedrooms
- 1 bathroom
- sleeps 4
Match: Grill
All filters matchPrice per night from
$148
“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.
Responds fast! avg. 2 hours 1 minutes
Match: Grill
All filters matchPrice per night from
$95
Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Grill
All filters matchPrice per night from
$336
TROPICCAL, 4 min from the beaches! Meticulously cleaned and sanitized!
Bradenton house
- 3 bedrooms
- 2 bathrooms
- sleeps 5
“Lovely home in an awesome location!” Literally a minute's drive from the beach, this very clean and welcoming home is also convenient to great restaurants and shopping opportunities. It really is in a perfect location, especially considering the affordable price. Walking to restaurants and a rental shop is easy thanks to the sidewalk on Cortes. We even enjoyed a morning run to the beach - biking to the beach would also be a great option (3.5 mi one way.) The home might appear small at first, but we fit 6 comfortably, including 4 teenagers! The best part is the lovely décor that greets you after a long day at the beach or running around. Two thumbs up!
Responds fast! avg. 2 hours 33 minutes
Match: Grill
All filters matchPrice per night from
$143
Match: Grill
All filters matchPrice per night from
$257
Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated - Siesta Sky
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
Match: Grill
All filters matchPrice per night from
$331
Runaway Bay - Bradenton Beach - Bay View Unit 193
Anna Maria Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 5
“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.
Match: Grill
All filters matchPrice per night from
$208
Match: Grill
All filters matchPrice per night from
$1,141
OCEANFRONT VIEW - PRIVACY OVERLOOKING THE GULF OF MEXICO
Treasure Island condo
- 1 bedroom
- 1 bathroom
- sleeps 3
Match: Grill
All filters matchPrice per night from
$206
Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool
Bradenton Beach house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Match: Grill
All filters matchPrice per night from
$514
SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL
Bradenton Beach house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Grill
All filters matchPrice per night from
$286
Match: Grill
All filters matchPrice per night from
$114
FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Grill
All filters matchPrice per night from
$270
Match: Grill
All filters matchPrice per night from
$995
Match: Grill
All filters matchPrice per night from
$353
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
Match: Grill
All filters matchPrice per night from
$428
Paradise Awaits on St. Pete Beach! **FULL Gulf Front** Panoramic Ocean Views!
St. Pete Beach condo
- 2 bedrooms
- 2 bathrooms
- sleeps 5
“It's the best beach in Florida!” If you want to stay at a plush yet reasonably priced condo on the water, Vistas on the Gulf is the place for you! Very clean facility with pool, hot tub, exercise room and oh what a view! The staff is great too. We've stayed one week and most recently last fall two weeks...I didn't want to go home...this was it!
Match: Grill
All filters matchPrice per night from
$457
“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: Grill
All filters matchPrice per night from
$530
Match: Grill
All filters matchPrice per night from
$343
“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!
Match: Grill
All filters matchPrice per night from
$451
Luxury Romantic Oceanfront Siesta Beach Condo #304
Siesta Key apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
“What a View!” This is a very nicely decorated 1 bedroom and bath on Siesta Key Beach. You have an unobstructed view of the beach the minute you look into the condo. There's a great view from the bedroom as well! Very easy walk fo the beach..chairs and umbrella provided as well as all the amenities of home. We'd stay here again!
Match: Grill
All filters matchPrice per night from
$183
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: Grill
All filters matchPrice per night from
$400
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: Grill
All filters matchPrice per night from
$474
2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 5
“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡
Match: Grill
All filters matchPrice per night from
$308
Responds fast! avg. 1 hour 41 minutes
Match: Grill
All filters matchPrice per night from
$457
“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!
Responds fast! avg. 3 hours 50 minutes
Match: Grill
All filters matchPrice per night from
$799
Grand accomdation on USA #1 Beach - Siesta Key Fl
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Match: Grill
All filters matchPrice per night from
$205
“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: Grill
All filters matchPrice per night from
$628
Match: Grill
All filters matchPrice per night from
$217
Match: Grill
All filters matchPrice per night from
$408
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.
Match: Grill
All filters matchPrice per night from
$165
“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: Grill
All filters matchPrice per night from
$271
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: Grill
All filters matchPrice per night from
$499
“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.
Match: Grill
All filters matchPrice per night from
$507
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: Grill
All filters matchPrice per night from
$512