Updating...
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
Anna Maria house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$741
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$364
Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 6
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$109
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$343
Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!
Siesta Key house
- 2 bedrooms
- 3 bathrooms
- sleeps 6
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$457
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
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$1,369
Spectacular Beachfront Condo-Private Beach/No Fees
St. Pete Beach condo
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$354
Serendipity Deux- Beachfront 4 Bed/heated pool/elevator
Anna Maria house
- 4 bedrooms
- 5 bathrooms
- sleeps 8
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$2,290
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$775
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$627
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$627
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$604
Match: Housekeeping Included Waterfront Car not required
All filters matchPrice per night from
$752
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$337
Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$177
Paradise Lane- Dolphin View on the Intercoastal Water !! Boats Welcome
Treasure Island condo
- 1 bedroom
- 1 bathroom
- sleeps 4
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$481
Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!
Don Pedro Island house
- 3 bedrooms
- 4 bathrooms
- sleeps 7
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$594
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!
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$351
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.
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$313
Luxurious Condo Directly on Gulf Steps to Sand!
Fort Myers Beach apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$343
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 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 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 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$428
KCsByTheSea- Cayo Costa Island Studio, Private Beachfront Pristine Barrier Isle
Cayo Costa studio
- Studio
- 1 bathroom
- sleeps 3
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$294
2 of 3 match: Car not required, Waterfront, Housekeeping Included
2 of 3 filters matchPrice per night from
$306
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$656
Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches
North Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 7
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$1,141
2 of 3 match: Car not required, Waterfront, Housekeeping Included
2 of 3 filters matchPrice per night from
$166
Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach
Sarasota apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
2 of 3 match: Waterfront, Housekeeping Included, Car not required
2 of 3 filters matchPrice per night from
$482
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$172
Beautiful Beachfront Condo on the FL Gulf Coast
Madeira Beach apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Wonderful family beach vacation condo” The condominium is a great place to stay. All the amenities you need to enjoy a relaxing family vacation. There is an picturesque view of the beach on the balcony and a large pool to enjoy. The location of the condo is convenient to shopping and restaurants. Carol (the owner) is always very helpful and accessible if you have any questions about your stay. We have found a new place to stay on our summer vacation and can't wait to visit again next year!
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$240
“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
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$799
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$240
Luxury Beach Front Villa with Pool, Captiva Island
Captiva Island house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
“Sunset Dreams - Tropical Paradise” What a wonderful place! We just returned and we miss it very much already. As my wife puts it, "it was like being in another world!" She's become an overnight ornithologist and marine biologist. The owners went well above the standard of what a normal property rental would be. From furnishings, to decor, to kitchen utensils, and appliances; they blow every rental property we've ever seen right out of the water. The home is immaculate. And the island itself has endless things to do. We've already booked for next year!
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$640
“Spacious and beautiful” My girlfriends and I just finished our stay for the third year in a row. This is an outstanding condo. With four or five of us, there is plenty of room. The private spiral staircase to the beach is great! No waiting for the elevator with everyone else. We love sitting on the porch early in the morning and again at sunset. Spectacular views! Also you can visit the Suncoast Seabird Sanctuary which is about 1/2 block to the south. Would highly recommend this condo. We hope to be back again next year.
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$380
“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.
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$1,141
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$308
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$132
Luxury condo for ultimate Florida beach getaway
Treasure Island apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
2 of 3 match: Housekeeping Included, Waterfront, Car not required
2 of 3 filters matchPrice per night from
$257