Vacation Rentals & House Rentals in Port Charlotte

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1,892 house rentals

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

Match: Climbing frame Table tennis Swimming pool

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Price per night from

$117

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+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 3 match: Swimming pool, Climbing frame, Table tennis

2 of 3 filters match

Price per night from

$178

Stunning & Serene +++ Minutes from 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: Swimming pool, Climbing frame, Table tennis

2 of 3 filters match

Price per night from

$114

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: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$402

Relax and Enjoy the sunset ath this waterfront gulf access saltwater canal

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$201

Spectacular Condo in Venetian Palms 2 bedroom/2 bath w/Lanai

Biggar condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 23 minutes

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$98

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$490

BeachFront Condo for Rent, Fort Myers Beach, Florida

Fort Myers Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$345

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: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$138

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: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$183

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$516

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

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$458

Make Memories at Paradise in Bella Terra - Amazing Vacation Condo!

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$150

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

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$412

Off the Hook: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$516

Waterview Oasis Retreat, minutes to Anna Maria Island and IMG

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$109

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$97

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Table tennis, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$230

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: Table tennis, Climbing frame, Swimming pool

2 of 3 filters match

Price per night from

$267

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: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$454

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$477

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$279

Buttonwood Bay (Beautiful SW Cape) - long perfect days & perfect endings

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$253

“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: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$246

Responds fast! avg. 54 minutes

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$268

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

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$230

Snowbird's delight!

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$345

Tropical "Key West" style waterfront paradise with views/pool/spa & boat dock!

North Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$316

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$919

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$624

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$109

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$574

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.

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$115

*** 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: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$114

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$746

Beach to Bay Tropical Oasis! 2Bed/2Bath Longboat Key Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$153

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$976

Responds fast! avg. 11 minutes

2 of 3 match: Climbing frame, Table tennis, Swimming pool

2 of 3 filters match

Price per night from

$132

Viewing 38 of 1,892
rentals in Port Charlotte

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