Houses Longboat Key

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882 houses

Peaceful, Private, Paradise in Englewood. House with heated pool

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Shared outdoor pool (heated) Pool or snooker table

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Price per night from

$258

Responds fast! avg. 54 minutes

Match: Rental types Shared outdoor pool (heated) Pool or snooker table

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Price per night from

$267

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Redington Towers 1 Beachfront 2 Bedroom Condo

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

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Price per night from

$218

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.

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

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Price per night from

$171

Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

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Price per night from

$401

Panoramic Ocean Views 2

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great place to stay” I stayed in this condo last February. It is calm, bright and perfectly clean. The balcony and the view on the water are outstanding! In addition to that, Sabina is perfectly organized, answered all the question I had and made sure I was feeling perfect. I definitely recommand it!

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

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Price per night from

$201

Condo on the Key

St. Petersburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

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Price per night from

$206

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

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Price per night from

$258

LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$430

Beach front condo on Redington Shores

Redington Shores condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

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Price per night from

$134

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$161

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

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Price per night from

$86

Modern Lakerfront Condo! 2x Pools~WiFi~Lanai. By IMG~Beaches~Restaurants~AMI~SRQ

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 11 minutes

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$138

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

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Price per night from

$97

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$182

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$489

4 minute flip flop walk to the beach! Starfish 2/2

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$338

IDEAL FURNISHED RENTAL

Seminole condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

1 of 3 filters match

Price per night from

$63

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$344

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$115

Beachfront Condo Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$453

Clean comfort in Sarasota-book now for comfort

Sarasota caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$134

“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$245

A Paradise for Golfers and Tennis players

Bradenton apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$139

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$266

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$229

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$117

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$109

*** SUPER SPECIAL RATES at Harbor Towers ***

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$114

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$148

Responds fast! avg. 11 minutes

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$132

Swanky Starfish

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Shared outdoor pool (heated), Pool or snooker table

2 of 3 filters match

Price per night from

$126

SUNSHINE Condo on Indian Shores Beach Front Condo 2bed/2bath Corner unit

Indian Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful vacation” This condo is in the perfect location right on the beach! We enjoyed watching the dolphins swim by almost every morning. The condo was clean and had all the amenities of home! We plan to go back next year. Sun rises and sunsets are incredible.

2 of 3 match: Pool or snooker table, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$287

Remodeled Sunset Vistas 303N - Booking for Summer 2021, with No Cleaning Fees!

Treasure Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$258

"Lido Lookout" Beach Paradise Private Home on Lido Key

Lido Key house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Pool or snooker table, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$2,977

Indian Shores Barefoot Beach Condo *CLEAN*

Indian Shores house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 12 minutes

2 of 3 match: Pool or snooker table, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$275

Venice Pool Home

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$224

Dream villa in a quiet location with private pool, private beach and Wi-Fi

South Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Rental types, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$344

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