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5,397 townhouses

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Clearwater Beach Waterfront - With Private Rooftop Terrace

Clearwater townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Stove Iron Swimming pool Car not required

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Price per night from

$402

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 Iron Swimming pool Car not required

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Price per night from

$273

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types Stove Iron Swimming pool Car not required

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Price per night from

$516

Beachside of the Village; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Rental types Stove Iron Swimming pool Car not required

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Price per night from

$378

Luxury and Spacious Waterside Getaway Walking Distance to Everything

Clearwater townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Rental types Stove Iron Swimming pool Car not required

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Price per night from

$804

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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, Stove, Iron, Swimming pool, Car not required

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Price per night from

$173

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, Iron, Swimming pool, Car not required

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Price per night from

$431

Resort Lifestyle Home - Walk to 5th Avenue

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$458

REDUCED FOR APRIL!

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$171

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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

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Price per night from

$860

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.

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

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Price per night from

$96

Jamaica Royal Villas - Villa 42; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$240

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Price per night from

$316

Close to everything. w/2 Bikes

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 9 minutes

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

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Price per night from

$80

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, Iron, Swimming pool, Car not required

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Price per night from

$345

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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Price per night from

$321

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$321

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$516

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$412

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$263

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, Iron, Swimming pool, Car not required

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Price per night from

$230

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, Iron, Swimming pool, Car not required

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Price per night from

$573

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

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

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Price per night from

$259

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

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Price per night from

$153

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, Stove, Iron, Swimming pool, Car not required

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Price per night from

$101

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

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Price per night from

$307

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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

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Price per night from

$173

ULTIMATE ST PETE BEACH FRONT RENTAL CONDO #101

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$402

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

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Price per night from

$410

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

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Price per night from

$144

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

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Price per night from

$333

Beautiful Condo in Madeira Beach January Special

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$165

Beach OASIS

St. Pete Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 16 minutes

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

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Price per night from

$173

#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, Stove, Iron, Swimming pool, Car not required

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Price per night from

$345

#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, Stove, Iron, Swimming pool, Car not required

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Price per night from

$345

#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, Stove, Iron, Swimming pool, Car not required

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Price per night from

$459

#8 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

4 of 5 filters match

Price per night from

$345

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