Updating...
“Short vacation” Still on our short vacation. So far everything is perfect! Susan has been very helpful with any questions and has been there anytime we had needed her. Hot tub is great! Place is super clean and efficient.
Match: Rental types Car not required
All filters matchPrice per night from
$217
Responds fast! avg. 1 hour 9 minutes
Match: Rental types Car not required
All filters matchPrice per night from
$103
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$193
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$338
Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!
Don Pedro Island house
- 3 bedrooms
- 4 bathrooms
- sleeps 7
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$597
Paradise Lane- Dolphin View on the Intercoastal Water !! Boats Welcome
Treasure Island condo
- 1 bedroom
- 1 bathroom
- sleeps 4
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$483
“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...
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$431
Responds fast! avg. 2 hours 31 minutes
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$345
X Alice's Beach Bungalows 2 bdrm 500' to Beach!
Treasure Island house
- 2 bedrooms
- 1 bathroom
- sleeps 6
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$373
“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$171
Piece of Paradise on Beautiful Anna Maria Island VRC 20-000087
Holmes Beach villa
- 2 bedrooms
- 1 bathroom
- sleeps 4
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$148
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$23
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$345
Island Hideaway! Bermuda-esque Guest House! Steps to the Sand!
Longboat Key guest house
- 1 bedroom
- 1 bathroom
- sleeps 2
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$121
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$490
Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!
Bradenton apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 9 minutes
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$114
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$344
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$515
“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$166
Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach
Sarasota apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$482
Jamaica Royal Villas - Villa 42; by Beachside Management
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$240
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$315
Downtown Apartment in Historic Burns Square downtown Sarasota
Sarasota apartment
- 1 bedroom
- 1 bathroom
- sleeps 3
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$281
Responds fast! avg. 1 hour 9 minutes
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$79
Responds fast! avg. 3 hours 25 minutes
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$259
“Perfect Vacation Relaxation Spot” The view from the room and balcony was gorgeous. Sitting on the balcony each morning sipping my coffee was heavenly. All of the amenities were close to the room and just short walks away. The property itself was well maintained and quiet while still being family friendly. The room was comfortable and a great home base at the end of our daily jaunts. Tampa, St. Petersburg, and Clearwater were very easy drives from the Inn. I can't wait to visit again.
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$138
Cathy's Crescent Condos-Siesta Key, FL GULF FRONT
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$315
Steps to beach and bay on beautiful Anna Maria Island
Bradenton Beach apartment
- 2 bedrooms
- 1 bathroom
- sleeps 5
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$101
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$190
Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 7.5% to 22.5% per Week*
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$144
Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated - Siesta Sky
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$333
NSS Pattam, custom 84 foot traditional motor yacht downtown.
St. Petersburg yacht
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 42 minutes
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$1,377
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$138
Beautiful Condo in Madeira Beach January Special
Madeira Beach condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$164
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$207
Responds fast! avg. 16 minutes
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$172
Responds fast! avg. 2 hours 0 minutes
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$1,004
Responds fast! avg. 1 hour 39 minutes
1 of 2 match: Rental types, Car not required
1 of 2 filters matchPrice per night from
$402