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Price: high to low
Number of reviews
Responds fast! avg. 3 hours 36 minutes
Price per night from
$313
Family Vacay! WIFI, Pool, Games, Dock, Fishing, Golf
Pinecraft house
4 bedrooms / 3 bathrooms / sleeps 10
Responds fast! avg. 2 hours 11 minutes
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$193
Responds fast! avg. 3 hours 36 minutes
Price per night from
$315
Great rentals within 20 miles that match your search
Responds fast! avg. 2 hours 26 minutes
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$258
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$94
Siesta Key - 2bdrm on the beach - amazing views!!
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 5
“Escape from reality” We had an amazing vacation. Accommodations were great and very comfortable. Breakfast on the lanai and sunset fishing on the beach were 2 of our families favorite things to do. You also have the bay right behind you where you can kayak or paddle board. The community was quiet which was prefect for our getaway. We will definitely be staying here again.
Responds fast! avg. 3 hours 7 minutes
Price per night from
$407
Responds fast! avg. 2 hours 50 minutes
Price per night from
$109
"Safe & Clean" Royal Palm Suite, Exceptional, Beach Views from all 3 balconies!!
Siesta Key apartment
3 bedrooms / 3 bathrooms / sleeps 6
“Fabulous” Last summer My Wife myself and our three daughters stay in the honeymoon suite and had such a wonderful experience we decide to give the Royal Palm Suite a try, and we were really impressed everything was neat and clean, the pre teen girls 4 of them lived in the pool I enjoyed the new gas grill put it to use everyday of our 5 day 4 night stay Thanks Virginia for such a fabulous time, also thanks to Daniel for his diligence in ensuring we had wifi. WE plan on returning next year,and by the way it is exactly 60 steps to the beach I counted.
Responds fast! avg. 2 hours 56 minutes
Price per night from
$388
“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...
Price per night from
$337
Anna Maria Island--Two Month Min.--Gorgeous!
Holmes Beach apartment
2 bedrooms / 1 bathroom / sleeps 6
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$103
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$226
“River strand condo” Been here 1 week and everything has been great. Owners are very helpful. River Strand has great golf, tennis, pools.
Price per night from
$138
Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.
Responds fast! avg. 1 hour 33 minutes
Price per night from
$188
Steps to beach and bay on beautiful Anna Maria Island
Bradenton Beach apartment
2 bedrooms / 1 bathroom / sleeps 5
Price per night from
$101
Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 1 hour 9 minutes
Price per night from
$276
Three bedroom house directly on beach with gulf vi
Siesta Key house
3 bedrooms / 4 bathrooms / sleeps 7
Price per night from
$399
BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY
Bradenton house
3 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$365
Pool & Hot Tub-Pine Bay Forest 3-Bedroom Condo, Near AMI Beaches 3 month min
Bradenton condo
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 0 minutes
Price per night from
$106
Siesta Key Beach with gorgeous sunsets in Siesta Key
Sarasota condo
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$127
Lovely 3 BR Home with Office & Heated Pool at Tara
Bradenton house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$166
Private, quiet, and very safe on 1 acre wooded lot just north of Lakewood Ranch
Bradenton house
3 bedrooms / 3 bathrooms / sleeps 3
Price per night from
$166
River Strand -Golf , Tennis, Sunsets and Beaches
Bradenton apartment
3 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 1 hour 3 minutes
Price per night from
$134
Waterfront 2BR 2 Bath Suite at the Sara Bay Marina
Sarasota condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 2 minutes
Price per night from
$170
“Our 2 week stay!!” Very down to earth!! Loved our view... Dave answered every email pronto!! Do know that these back rooms on water have NOTHING to do with hotel.!! Make sure to bring your own extra blankets, and towels.. THE HOTEL IS VERY NON-ACCOMMODATING... DAVE WAS GREAT!!! Thanks for a really nice 2 weeks of PEACE!!! Oh and BTW the BEARDED CLAM TIKI ON PREMISES WAS FANTASTIC!!! Fresh food and GREAT STAFF!!!!! Thanks again!!!
Responds fast! avg. 3 hours 2 minutes
Price per night from
$86
Great Townhouse Very Close to the Beach, Shops, and Restaurants
Holmes Beach house
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$342
Newly Updated 3 Bedroom Pool Home - Close to Beach
Sarasota house
3 bedrooms / 2 bathrooms / sleeps 7
Price per night from
$200
Penthouse Condo At Riverstrand Golf & Country Club
Bradenton apartment
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$77
Price per night from
$149
Beautiful Home Near Many Golf Courses in LWR/Sarasota, FL.
Lakewood Ranch apartment
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$100
Private Heated Pool Home. Walk or bike to Shamrock Park and close to the beaches
Venice house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$263
Immaculate Condo Exceptional Golf/Tennis Community
Bradenton apartment
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$74
Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!
Holmes Beach apartment
2 bedrooms / 2 bathrooms / sleeps 4
“A trip to paradise.” From the breathtaking views of both the Gulf and the Bay to the wonderful, eclectic furnishings, this condo is everything one could hope for. It has great amenities for entertaining friends and every convenience you will need. The heated pool overlooks the Gulf and allows direct access to the beach and the elevator provides ease in getting up to the condo. This vacation was the most enjoyable I've ever experienced.
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$382
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$182
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$257
Price per night from
$257
“Family friendly” My family and I enjoyed our stay in Florida and we all loved being able to be under one roof again. My mothers dream was to take us 6 kids, now adults, to the ocean again. Also, she wanted her two new grand-sons to see the ocean fir the first time. Her dream was made reality staying at a beautiful beach house only 1 1/2 blocks from the beach. The beach access was beyond beautiful and as close to your own private beach, for at this time of year there was no crowding. The pool at the house was great for cooling off after a day at the beach and the pool room had several toys and floating devices for the kids to use. The house was fully stocked with towels for multiple days and the washer and dryer came in handy with babies around! The living room seating was great for a big family to gather around for late night discussions and the kitchen stocked with basic appliances for cooking and cleaning.The only thing that could have made the stay better, was a little comfier mattresses in the bedrooms. However the case, this beach house was a cherry on top to my family's short fall vacation to Florida!
Price per night from
$342