Vacation Rentals & House Rentals in Port Charlotte

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2,453 house rentals

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Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Air conditioning Shared outdoor pool (unheated) Safe Swing set or jungle gym Walking trips

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Price per night from

$287

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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

4 of 5 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$265

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$106

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$103

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

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$149

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: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe, Swing set or jungle gym

4 of 5 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

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$742

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$154

Responds fast! avg. 54 minutes

3 of 5 match: Shared outdoor pool (unheated), Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$266

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$229

Responds fast! avg. 11 minutes

3 of 5 match: Shared outdoor pool (unheated), Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$132

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$136

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$191

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$855

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$137

Dolphin Way 403 B - Bonita Beach -INCREDIBLE views Avail Fall 2023

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$156

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$430

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

North Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$314

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$343

Tara Golf & Country Club Condo

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful, peaceful location and beautiful condo.” This condo is wonderful and has everything anyone would want or need for a wonderful stay. We loved the property and the owners. It is located in a private championship golf course community and is just across the street from all the amenities. The amenities include tennis, pool, workout room, and of course golf at its best. There is a wonderful grill room and beautiful dining room facing the driving range. Very close to a hugh shopping area and enclosed mall. Very convenient to travel anywhere from here. Very nice rental in a wonderful area.

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (unheated)

3 of 5 filters match

Price per night from

$143

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$270

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$200

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$341

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

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$117

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$620

Snowbird's delight!

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$343

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$160

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$400

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$149

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 5 match: Shared outdoor pool (unheated), Air conditioning, Safe, Walking trips, Swing set or jungle gym

2 of 5 filters match

Price per night from

$113

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 5 filters match

Price per night from

$408

Private Oasis Pool Home

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 5 filters match

Price per night from

$240

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 5 filters match

Price per night from

$266

Condo-10 min. from the beach! 9 miles to Sanibel

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 5 filters match

Price per night from

$80

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 5 filters match

Price per night from

$86

Arnold Palmer Design 36 Holes - Lakewood National Resort

Lakewood Ranch villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 5 filters match

Price per night from

$240

Resort in Fort Myers Beach Quiet smaller resort in the off season (September)

Fort Myers Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 5 filters match

Price per night from

$160

Beautiful 2 Bedroom Condo Clean with pool and spa

Cape Coral condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 5 filters match

Price per night from

$91

Viewing 38 of 2,453
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