Vacation Rentals & House Rentals in Port Charlotte

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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

Match: Bicycles available Shared outdoor pool (heated) Safe Swing set or jungle gym Swimming pool

All filters match

Price per night from

$265

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Bicycles available Shared outdoor pool (heated) Safe Swing set or jungle gym Swimming pool

All filters match

Price per night from

$160

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Bicycles available Shared outdoor pool (heated) Safe Swing set or jungle gym Swimming pool

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Price per night from

$103

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Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$262

Responds fast! avg. 54 minutes

4 of 5 match: Safe, Bicycles available, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$266

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 5 match: Safe, Bicycles available, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$1,141

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Safe, Bicycles available, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$177

Heritage Oaks

Heritage Oaks Golf and Country Club condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 56 minutes

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$98

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$177

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$513

A Somewhere is Here - Changes in Latitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$457

A Somewhere Is Here - Changes in Attitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$411

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$274

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$400

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

4 of 5 match: Shared outdoor pool (heated), Bicycles available, Safe, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$114

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.

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$189

“Wonderful Family Vacation with No Worries” Thank you! Our stay was lovely. The owners returned our phone calls, and were very willing to help if there was a need. The home was larger than the pictures depicted. We would love to return.

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$571

Beautiful Waterfront Condo at Boca Grande North - A Serene, Happy Space!

Little Gasparilla Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Safe, Swimming pool

4 of 5 filters match

Price per night from

$405

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$410

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$320

Palm Bay Club - G46: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$286

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$515

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Bicycles available, Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 5 filters match

Price per night from

$130

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

3 of 5 match: Bicycles available, Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 5 filters match

Price per night from

$547

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Bicycles available, Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 5 filters match

Price per night from

$177

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$143

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$114

Studio Orlando in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$126

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$488

Ibis Sunset Of Rotonda 3 Bedroom Pool Home With Water View 20 Minutes to Beach!

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$205

Ohana

Sarasota condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$143

Our House at the Beach - 501: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$341

Jamaica Royale - Beachfront Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$376

Casa Mar - Unit 22: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$262

Siesta Dunes #300: By Beachside Management

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$330

Just Beachy: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$376

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$319

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Safe, Swing set or jungle gym, Bicycles available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$775

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