Vacation Rentals & House Rentals in Port Charlotte

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2,410 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 Walking trips

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Price per night from

$288

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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 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$156

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$137

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$432

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$862

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$138

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

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$230

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

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 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

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$317

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 4 match: Safe, Walking trips, Air conditioning, Shared outdoor pool (unheated)

3 of 4 filters match

Price per night from

$144

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$202

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$344

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$273

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

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$267

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$403

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$150

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$411

Private Oasis Pool Home

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$242

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$268

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

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$81

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 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$161

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$107

Arnold Palmer Design 36 Holes - Lakewood National Resort

Lakewood Ranch villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$242

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$104

Beautiful 2 Bedroom Condo Clean with pool and spa

Cape Coral condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$91

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$87

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

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$150

Lakewood Ranch Golf Club Condo , Resort-style Amenities

Lakewood Ranch condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$230

Harbor House, Luxury Waterfront 3BR/2.5BA GULF ACCESS!

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$288

Heated pool house

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Shared outdoor pool (unheated), Air conditioning, Walking trips, Safe

2 of 4 filters match

Price per night from

$230

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Shared outdoor pool (unheated), Safe, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$460

Beautiful 3 bedroom home in Southwest Florida

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!

2 of 4 match: Shared outdoor pool (unheated), Safe, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$173

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.

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$115

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

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$748

Luxurious Sanibel Island Condo with Spectacular Views of the Gulf

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Safe

3 of 4 filters match

Price per night from

$345

Seven Lakes 55 and over Golf and Tennis Resort

Fort Myers condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Shared outdoor pool (unheated), Air conditioning, Walking trips, Safe

2 of 4 filters match

Price per night from

$80

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Shared outdoor pool (unheated), Safe, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$251

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Shared outdoor pool (unheated), Safe, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$226

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rentals in Port Charlotte

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