Updating...
“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: Rental types Shared outdoor pool (heated) Stove Swimming pool Car not required
All filters matchPrice per night from
$273
Match: Rental types Shared outdoor pool (heated) Stove Swimming pool Car not required
All filters matchPrice per night from
$515
Beachside of the Village; By Beachside Management
Siesta Key townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 4
Match: Rental types Shared outdoor pool (heated) Stove Swimming pool Car not required
All filters matchPrice per night from
$378
Luxury and Spacious Waterside Getaway Walking Distance to Everything
Clearwater townhouse
- 4 bedrooms
- 4 bathrooms
- sleeps 14
Match: Rental types Shared outdoor pool (heated) Stove Swimming pool Car not required
All filters matchPrice per night from
$803
Responds fast! avg. 42 minutes
4 of 5 match: Stove, Rental types, Shared outdoor pool (heated), Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$344
Paradise Lane- Dolphin View on the Intercoastal Water !! Boats Welcome
Treasure Island condo
- 1 bedroom
- 1 bathroom
- sleeps 4
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$483
3 of 5 match: Rental types, Stove, Shared outdoor pool (heated), Swimming pool, Car not required
3 of 5 filters matchPrice per night from
$207
Luxurious Condo Directly on Gulf Steps to Sand!
Fort Myers Beach apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$344
ADORABLE BEACH CONDO!!! GREAT RATES!!! FABULOUS SUNSETS ON ST. PETE BEACH!!!
St. Pete Beach condo
- 1 bedroom
- 1 bathroom
- sleeps 4
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$137
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$320
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$412
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$515
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$263
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$320
Naples 7min. to the beach - Play golf, tennis and pickle-ball 2 - WIFI
Naples apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
“Really nice, everything is new and immaculate.” The condo is perfect. It is immaculate, comfortable and pleasantly decorated. The owner made sure we had everything we needed, (well stocked kitchen, plenty of towels, laundry detergent etc.), for a wonderful vacation. The views from the balcony are beautiful and peaceful. The pool is just a few steps away from the condo where met very friendly residents.
Responds fast! avg. 1 hour 14 minutes
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$172
“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...
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$430
“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.
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$171
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$859
“Most Perfect Stay Anywhere” Everything was perfect. Host was most accommodating. Highly recommend to everyone for perfect stay. Beautifully appointed condo. Everything worked perfectly. Great pool for warm afternoons. Friendly neighbors. Close to everything. Highly recommend to anyone who wants a stay to remember.
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$96
Fun Awaits at Luxurious Resort Condo: Fabulous Amenities, near Beach/Downtown!
Naples condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$316
“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!
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$167
Jamaica Royal Villas - Villa 42; by Beachside Management
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 2
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$240
“Estero Sands was PERFECT!!” Estero Sands was a great place for our family! We've stayed in Ft. Myers many times and this stay was one of the best. The owners that were on site were very nice. The grounds were very well kept. Literally steps to the beach!!! Loved it!!
3 of 5 match: Rental types, Stove, Shared outdoor pool (heated), Swimming pool, Car not required
3 of 5 filters matchPrice per night from
$327
3 of 5 match: Rental types, Stove, Shared outdoor pool (heated), Swimming pool, Car not required
3 of 5 filters matchPrice per night from
$148
3 of 5 match: Rental types, Stove, Shared outdoor pool (heated), Swimming pool, Car not required
3 of 5 filters matchPrice per night from
$928
Luxury condo for ultimate Florida beach getaway
Treasure Island apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$258
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$286
Responds fast! avg. 3 hours 25 minutes
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$258
2 Bedroom Penthouse Sanibel Gulf Front Condo
Sanibel Island apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
“Perfect” Absolutely perfect experience! The view was amazing, the condo exquisitely decorated, and the weather cooperated throughout the week! I have rented many condos at Pointe Santo, and this one is definitely a 5 star! We will be back! Thank you, Renee, for being so easy to work with and more importantly, for sharing your lovely condo!
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$352
“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.
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$138
Steps to beach and bay on beautiful Anna Maria Island
Bradenton Beach apartment
- 2 bedrooms
- 1 bathroom
- sleeps 5
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$101
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$190
Affordable Luxury Directly On The Gulf Of Mexico.
Clearwater apartment
- 1 bedroom
- 2 bathrooms
- sleeps 4
Responds fast! avg. 20 minutes
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$172
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!!
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$144
Responds fast! avg. 1 hour 11 minutes
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$138
#5 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor
Treasure Island hotel apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$344
#7 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor
Treasure Island hotel apartment
- 1 bedroom
- 1 bathroom
- sleeps 6
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$344
#10 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor
Treasure Island hotel apartment
- 1 bedroom
- 1 bathroom
- sleeps 7
4 of 5 match: Rental types, Shared outdoor pool (heated), Stove, Swimming pool, Car not required
4 of 5 filters matchPrice per night from
$459