Vacation Rentals & House Rentals in Port Charlotte

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The Ultimate Florida Vacation

Poinciana villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” Very cozy, out in suburbs. Neighborhood clean and friendly. Pools and outdoor basketball courts and activities for the kids.

Match: Air conditioning Children's pool Table tennis Walking trips

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Price per night from

$110

2 bed/2 bath Naples Condo(Gated Commun.)- sleeps 6

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 11 minutes

Match: Air conditioning Children's pool Table tennis Walking trips

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Price per night from

$122

Awesome House on an Awesome Resort....Orlando area

Haines City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Air conditioning Children's pool Table tennis Walking trips

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Price per night from

$126

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Air conditioning Children's pool Table tennis Walking trips

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Price per night from

$172

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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: Children's pool, Walking trips, Air conditioning, Table tennis

3 of 4 filters match

Price per night from

$154

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

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Table tennis, Walking trips, Air conditioning, Children's pool

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Price per night from

$156

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Children's pool, Walking trips, Air conditioning, Table tennis

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Price per night from

$114

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: Children's pool, Walking trips, Air conditioning, Table tennis

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Price per night from

$314

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Children's pool, Walking trips, Air conditioning, Table tennis

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Price per night from

$913

Responds fast! avg. 54 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Table tennis

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Price per night from

$266

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

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Children's pool, Walking trips, Air conditioning, Table tennis

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Price per night from

$229

Land's End: Gulf-front Luxury, WIFI, HDTV

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Children's pool, Walking trips, Air conditioning, Table tennis

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Price per night from

$392

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Children's pool, Walking trips, Air conditioning, Table tennis

3 of 4 filters match

Price per night from

$571

Responds fast! avg. 11 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Table tennis

3 of 4 filters match

Price per night from

$132

Serendipity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Children's pool, Walking trips, Air conditioning, Table tennis

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Price per night from

$1,255

3 of 4 match: Table tennis, Walking trips, Air conditioning, Children's pool

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Price per night from

$335

⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

3 of 4 match: Table tennis, Walking trips, Air conditioning, Children's pool

3 of 4 filters match

Price per night from

$335

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Table tennis, Walking trips, Air conditioning, Children's pool

3 of 4 filters match

Price per night from

$229

3 of 4 match: Table tennis, Walking trips, Air conditioning, Children's pool

3 of 4 filters match

Price per night from

$335

✦Nearby Disney World - Beautiful 8 Bedrooms Villa w/ Private Pool✦

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

3 of 4 match: Table tennis, Walking trips, Air conditioning, Children's pool

3 of 4 filters match

Price per night from

$335

⭐Nearby to Disney / Unversal / Seaworld - Spacious 8 Bedrooms Villa⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

3 of 4 match: Table tennis, Walking trips, Air conditioning, Children's pool

3 of 4 filters match

Price per night from

$335

⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

3 of 4 match: Table tennis, Walking trips, Air conditioning, Children's pool

3 of 4 filters match

Price per night from

$335

⭐ Spacious 8 Bedrooms Champions Gate Resort Villa w/ Private Pool ⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

3 of 4 match: Table tennis, Walking trips, Air conditioning, Children's pool

3 of 4 filters match

Price per night from

$400

Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Table tennis, Walking trips, Air conditioning, Children's pool

3 of 4 filters match

Price per night from

$217

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.

3 of 4 match: Walking trips, Air conditioning, Children's pool, Table tennis

3 of 4 filters match

Price per night from

$474

Enclave at Naples Gated Community- Sleeps 6

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 11 minutes

3 of 4 match: Walking trips, Air conditioning, Children's pool, Table tennis

3 of 4 filters match

Price per night from

$122

PERFECT FLORIDA GET-A-WAY WITH 5 BEDROOMS, 5 BATHROOMS & PRIVATE POOL & SPA

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Walking trips, Air conditioning, Children's pool, Table tennis

3 of 4 filters match

Price per night from

$341

*** SUPER SPECIAL RATES at Harbor Towers ***

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

3 of 4 match: Walking trips, Air conditioning, Children's pool, Table tennis

3 of 4 filters match

Price per night from

$113

FS365500 - Champions Gate Resort - 6 Bed 6 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 4 match: Walking trips, Air conditioning, Children's pool, Table tennis

3 of 4 filters match

Price per night from

$324

FS223236 - Champions Gate Resort - 8 Bed 5 Baths Villa

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 4 match: Walking trips, Air conditioning, Children's pool, Table tennis

3 of 4 filters match

Price per night from

$531

FS270678 - Champions Gate Resort - 6 Bed 6 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Walking trips, Air conditioning, Children's pool, Table tennis

3 of 4 filters match

Price per night from

$367

FS223236 - Champions Gate Resort - 8 Bed 5 Baths Villa

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

3 of 4 match: Walking trips, Air conditioning, Children's pool, Table tennis

3 of 4 filters match

Price per night from

$531

FS270678 - Champions Gate Resort - 6 Bed 6 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Walking trips, Air conditioning, Children's pool, Table tennis

3 of 4 filters match

Price per night from

$367

Crooked Lake Cove

Babson Park house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 4 match: Children's pool, Air conditioning, Walking trips, Table tennis

2 of 4 filters match

Price per night from

$229

Bright 3 Bedroom 25 Minutes to Disney

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Walking trips, Table tennis, Air conditioning, Children's pool

2 of 4 filters match

Price per night from

$172

Seven Lakes 55 and over Golf and Tennis Resort

Fort Myers condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Children's pool, Air conditioning, Walking trips, Table tennis

2 of 4 filters match

Price per night from

$79

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 4 match: Children's pool, Air conditioning, Walking trips, Table tennis

2 of 4 filters match

Price per night from

$113

Responds fast! avg. 1 hour 39 minutes

2 of 4 match: Walking trips, Table tennis, Air conditioning, Children's pool

2 of 4 filters match

Price per night from

$189

Viewing 38 of 5,057
rentals in Port Charlotte

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