The Woodlands Rentals

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10,004 Houses

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

Match: Cot available Bicycles available Shared outdoor pool (heated) Iron Microwave Tennis in town

All filters match

Price per night from

$190

Beach Nest

Michigan City house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Cot available Bicycles available Shared outdoor pool (heated) Iron Microwave Tennis in town

All filters match

Price per night from

$687

Cape Thyme

Cape San Blas house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

Match: Cot available Bicycles available Shared outdoor pool (heated) Iron Microwave Tennis in town

All filters match

Price per night from

$520

Casa Del Faro - Luxury Ocean Front Estate in Punta Mita

Punta de Mita villa

  • 10 bedrooms
  • 14 bathrooms
  • sleeps 30

Match: Cot available Bicycles available Shared outdoor pool (heated) Iron Microwave Tennis in town

All filters match

Price per night from

$10,878

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Our House at the Beach - 502: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$320

Our House At The Beach - 604E: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$389

Jamaica Royal Villas - Villa 42; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$241

Sea Club II - 11E: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$229

Our House at the Beach - 501: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$343

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$320

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$411

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$515

Beachfront Luxury Garden Apartment House

Playa Mujeres apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

5 of 6 match: Shared outdoor pool (heated), Tennis in town, Cot available, Bicycles available, Iron, Microwave

5 of 6 filters match

Price per night from

$450

Twin Room Los Tules

Puerto Vallarta hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: Cot available, Bicycles available, Tennis in town, Shared outdoor pool (heated), Iron, Microwave

4 of 6 filters match

Price per night from

$1,150

Bayshore 2-br 3beds 2 baths, 2nd floor looking to mangrove green

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$167

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$563

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$862

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$781

Crystal Sands - 803 Tower; By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$298

Ten35 Seaside - Island View: Residence 404

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$551

Beach House Residence - 301; by Beachside Management

Siesta Key apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$632

Casa Mar - Unit 3; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$264

Just Beachy: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$379

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$321

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$551

Beachside of the Village; By Beachside Management

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$379

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$172

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$287

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$563

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$343

Ten35 Seaside - Direct Gulf View: Residence 501

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$950

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$343

Our House at the Beach, Lake House - C103; By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$320

Jamaica Royale - Beachfront Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$377

Paradise Found! Amazing water views from your private balcony.

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 28 minutes

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$172

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

5 of 6 match: Cot available, Tennis in town, Bicycles available, Shared outdoor pool (heated), Iron, Microwave

5 of 6 filters match

Price per night from

$858

Viewing 38 of 10,004
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