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 Fireplace Swimming pool Car not required
All filters matchPrice per night from
$273
Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!
Don Pedro Island house
- 3 bedrooms
- 4 bathrooms
- sleeps 7
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$597
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$458
LUXURY UPDATED “BEACHFRONT”, Riviera Club Fort Myers Beach, SUNSET VIEWS!!!!!!!!
Fort Myers Beach condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$230
Responds fast! avg. 16 minutes
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$172
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$229
Responds fast! avg. 42 minutes
3 of 4 match: Fireplace, Rental types, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$345
Captiva Bayfront 4 bedroom/4 bath, boat dock, pool
Captiva Island house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
“Most amazing vacation on Captiva Island!” We had a great time on Captiva Island. We have stayed there several times, but this time we chose to stay at this private home on the bay. My husband and I were relaxed and the kids had plenty of room to run and explore. The house was amazing - beautiful views, lots of room, great pool and very private but close to everything we could possibly need.
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$1,436
Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!
North Captiva Island house
- 3 bedrooms
- 4 bathrooms
- sleeps 6
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$976
Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises
North Captiva Island house
- 4 bedrooms
- 5 bathrooms
- sleeps 10
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$918
3 of 4 match: Fireplace, Rental types, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$516
Beachside of the Village; By Beachside Management
Siesta Key townhouse
- 2 bedrooms
- 3 bathrooms
- sleeps 4
3 of 4 match: Fireplace, Rental types, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$378
Deluxe Queen Suite in Gorgeous Pop Art Gallery Pool Home Close to Everything!
St. Petersburg private room
- 1 bedroom
- 1 bathroom
- sleeps 2
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$144
4Bed Spacious Home w/cocktail pool Minutes 2 dtwn St Pete!
St. Petersburg house
- 4 bedrooms
- 4 bathrooms
- sleeps 9
Responds fast! avg. 1 hour 9 minutes
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$319
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$206
“Wonderful stay in Indian Rocks Beach” My wife and I celebrated our 31st anniversary and stayed in Sharif and Sabine's condo 202 Reef Club 1000 Gulf BLVD. They bent over backwards to make sure our stay was incredible. They asked us to do a quick run through of the unit and if there was anything dirty or needed repair to call immediately. We called on a toilet issue and over the phone we repaired it within minutes. They also had beach chairs umbrella and toys to play with so we did not need to bring anything with us. We are looking forward to our next stay. I have business in Tampa and usually stay at a hotel. if this unit is open, it was less expensive and had tons more room.
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$1,148
“Location location” Great house convincent , clean , close to everything
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$122
PRIVATE BEACH OPEN** Beachfront bungalow 4BR *Htd POOL*Pet
Indian Shores house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
“A wonderful place to be!” Our rental was right on the pool/beach. It was perfect! Gorgeous pool and the beach - beautiful, private - everything you could want. The cottages were spacious, clean and kitschy. They had everything you needed. You could tell good people stayed there as everything was well kept and stocked. The owner, Liz, was lovely and even though we had no pets, every pup there was well behaved and everyone was respectful of the rules. The people staying at the other cottages were wonderful and had stayed there before. Obviously Liz knows what she’s doing . My parents also stayed with us and both of them loved the place. The beds were very comfortable which doesn’t always happen in rentals. Hoping to see you next year! Cheers!
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$488
EIKO BEACHFRONT HOME 4BR/3BA**HEATED POOL&SPA*PETS OK
Treasure Island house
- 4 bedrooms
- 3 bathrooms
- sleeps 13
“Water, water everywhere” So very, very close to the beach. Very helpful agent. Had 11 people with plenty of room .awesome time.
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$688
Serendipity Deux- Beachfront 4 Bed/heated pool/elevator
Anna Maria house
- 4 bedrooms
- 5 bathrooms
- sleeps 8
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$2,295
BEACHFRONT BUNGALOW Marlin Hideaway *Htd Pool*Pets
Indian Shores house
- 2 bedrooms
- 1 bathroom
- sleeps 6
“Amazing!” Second time back and even better. Everything we needed to escape the craziness of COVID-19. Got to meet some new friends in the other bungalows and enjoy the beautiful beech! Can’t wait to return.
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$424
BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK
Indian Shores cottage
- 1 bedroom
- 1 bathroom
- sleeps 4
“What a great getaway location to relax and view the secluded private beach and gorgeous ocean view!!!” We stayed in the Lobster Shack which is a cozy clean bungalow which offered a salt water pool with an awesome view of the Gulf waters. Liz is great making sure our needs were met while addressing unexpected refrigerator problems. She is quick to reply contacting a repairman to resolve the issue. Canines are welcome. I miss the relaxation and calmness of the setting yet on Gulf Blvd there are activities to meet everyone's interests. Thank you Liz and love your puppies.❤
3 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$190
Responds fast! avg. 3 hours 36 minutes
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$603
Clearwater Beach Waterfront - With Private Rooftop Terrace
Clearwater townhouse
- 3 bedrooms
- 3 bathrooms
- sleeps 6
3 of 4 match: Fireplace, Rental types, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$477
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$207
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$392
Luxury and Spacious Waterside Getaway Walking Distance to Everything
Clearwater townhouse
- 4 bedrooms
- 4 bathrooms
- sleeps 14
3 of 4 match: Fireplace, Rental types, Swimming pool, Car not required
3 of 4 filters matchPrice per night from
$803
Paradise Lane- Dolphin View on the Intercoastal Water !! Boats Welcome
Treasure Island condo
- 1 bedroom
- 1 bathroom
- sleeps 4
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$483
“Love the condo!” We are absolutely thrilled with the place. Your pictures don't do it justice. Because of past experience, we brought our pepper grinder and a few "specialty" utensils; however, you are so well equipped we could have left them all at home!! And we absolutely love your lanai. There is so much room out there. And plenty of seating too. We enjoyed a glass of wine outside tonight. Everything looks great. Spotlessly clean and beautifully decorated. We are both looking forward to some sun and warmth, some cycling and tennis. Thanks for the use of the bikes. And having extra rackets is great. You were right even the sofa bed is very comfortable. Your place is so convenient to everything. Just wanted to let you know we love your place!!
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$190
Responds fast! avg. 1 hour 59 minutes
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$1,004
Responds fast! avg. 1 hour 33 minutes
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$402
Glorious Daze 4bedroom/4bath beachfront home with golf cart & elevator!
Holmes Beach house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$1,377
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$511
“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.
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$171
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
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 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...
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$431
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$860
“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!
2 of 4 match: Rental types, Fireplace, Swimming pool, Car not required
2 of 4 filters matchPrice per night from
$167