Vacation Rentals & House Rentals in Port Charlotte

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2,627 house rentals

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) Microwave Swing set or jungle gym Walking trips

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Price per night from

$287

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Responds fast! avg. 54 minutes

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

4 of 5 filters match

Price per night from

$268

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 5 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

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

4 of 5 filters match

Price per night from

$267

Responds fast! avg. 11 minutes

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

4 of 5 filters match

Price per night from

$132

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), Microwave, Swing set or jungle gym

4 of 5 filters match

Price per night from

$107

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), Microwave, Swing set or jungle gym

4 of 5 filters match

Price per night from

$104

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), Microwave, Swing set or jungle gym

4 of 5 filters match

Price per night from

$150

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.

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

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Price per night from

$144

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

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

3 of 5 filters match

Price per night from

$114

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), Microwave, Swing set or jungle gym

4 of 5 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

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

4 of 5 filters match

Price per night from

$746

Barletta at Bella Terra #23-2313

Estero house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$165

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$459

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!

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

3 of 5 filters match

Price per night from

$173

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, Microwave

3 of 5 filters match

Price per night from

$155

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

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

3 of 5 filters match

Price per night from

$229

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

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

3 of 5 filters match

Price per night from

$248

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

Cortez cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

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

3 of 5 filters match

Price per night from

$163

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$194

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

3 of 5 filters match

Price per night from

$101

Ft. Myers,Lake View Condo, 2BR & 2BA, Best Beaches

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$81

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$108

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$128

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$150

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

3 of 5 filters match

Price per night from

$108

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$155

Ideal for remote working/studying and native plants/wildlife watching

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$98

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$108

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$98

Anna Maria Island Bay Watch Bungalow

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

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

3 of 5 filters match

Price per night from

$239

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$258

Bella Vista | Serene Lakefront

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$235

Blue Lagoon - built in 2020 - Pool/Spa/Sunshelf

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$215

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$216

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

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

3 of 5 filters match

Price per night from

$1,504

Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks

Cortez cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

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

3 of 5 filters match

Price per night from

$216

Viewing 38 of 2,627
rentals in Port Charlotte

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