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Swimming pool
Wireless Internet
Air conditioning
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Heated pool
Private indoor pool
Balcony or terrace
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Jacuzzi or hot tub
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Grill
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Cot available
Sea view
Safe
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Children's pool
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Cribs
Ceiling Fans
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Table tennis
Shared outdoor pool (heated)
Swing set or jungle gym
Fax machine
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Iron
Hair dryer
Stove
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Freezer
Linen provided
Video player
Towels provided
Bicycles available
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Staffed property
Boat available
Housekeeping Included

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Car not required
Pets allowed
Parking
Children under 5

Non-Smoking property
Elevator access
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
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Golf within 30mins drive
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5,347 townhouses

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Clearwater Beach Waterfront - With Private Rooftop Terrace

Clearwater townhouse

3 bedrooms
3 bathrooms

sleeps 6

Match: Rental types Stove Freezer Swimming pool Car not required

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Price per night from

$401

Sandy Toes Town Home

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 6

“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 Stove Freezer Swimming pool Car not required

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Price per night from

$272

Beach Walk: By Beachside Management

Siesta Key townhouse

3 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$515

Beachside of the Village; By Beachside Management

Siesta Key townhouse

2 bedrooms
3 bathrooms

sleeps 4

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Price per night from

$377

Luxury and Spacious Waterside Getaway Walking Distance to Everything

Clearwater townhouse

4 bedrooms
4 bathrooms

sleeps 14

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Price per night from

$802

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, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$482

Your home in Bonita Springs!

Bonita Springs apartment

2 bedrooms
2 bathrooms

sleeps 6

“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!!

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$189

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

“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, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$430

Resort Lifestyle Home - Walk to 5th Avenue

Naples house

2 bedrooms
2 bathrooms

sleeps 4

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$457

Luxury waterfront retreat with Sailing

Saint James City b&b

3 bedrooms
3 bathrooms

sleeps 9

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Price per night from

$858

Jamaica Royal Villas - Villa 42; by Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 2

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$240

Close to everything. w/2 Bikes

St. Petersburg house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 1 hour 9 minutes

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Price per night from

$79

Anna Maria Island Vacation Rental

Holmes Beach apartment

2 bedrooms
2 bathrooms

sleeps 4

“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, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$166

Sea Breeze Pavilion at the Avalon

Clearwater apartment

1 bedroom
1 bathroom

sleeps 2

“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.

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Price per night from

$95

Luxurious Condo Directly on Gulf Steps to Sand!

Fort Myers Beach apartment

1 bedroom
1 bathroom

sleeps 4

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price 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, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$137

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$263

Crescent Arms; by Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$411

Siesta Beach House; by Beachside Management

Siesta Key villa

3 bedrooms
2 bathrooms

sleeps 6

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$320

Sea Shell; by Beachside Management

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 5

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$320

Crescent Condos; by Beachside Management

Siesta Key condo

3 bedrooms
2 bathrooms

sleeps 6

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$515

LUXURY UPDATED “BEACHFRONT”, Riviera Club Fort Myers Beach, SUNSET VIEWS!!!!!!!!

Fort Myers Beach condo

2 bedrooms
2 bathrooms

sleeps 4

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$229

Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches

North Captiva Island house

3 bedrooms
3 bathrooms

sleeps 7

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$1,145

Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip

North Captiva Island house

3 bedrooms
3 bathrooms

sleeps 10

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$572

beautiful condo with magnificent views of mandalay

Clearwater apartment

1 bedroom
1 bathroom

sleeps 2

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$153

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, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$352

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.

4 of 5 match: Rental types, Stove, Freezer, Swimming pool, Car not required

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Price per night from

$314