Vacation Rentals & House Rentals in Port Charlotte

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ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Air conditioning Safe Swing set or jungle gym Walking trips Skiing – property near ski resort

All filters match

Price per night from

$172

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Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$292

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$337

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: Skiing – property near ski resort, Walking trips, Air conditioning, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$267

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

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$287

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$401

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$401

3 of 5 match: Air conditioning, Swing set or jungle gym, Walking trips, Skiing – property near ski resort, Safe

3 of 5 filters match

Price per night from

$109

Florida Home with Private Fishing Pond- See Nature Not Neighbors

Odessa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Skiing – property near ski resort, Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$144

Tropical Tiny spa home

Tarpon Springs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 18 minutes

3 of 5 match: Skiing – property near ski resort, Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$114

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

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

3 of 5 match: Skiing – property near ski resort, Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$123

Comfy Camping Glamping Rentals in Alafia River State Park SITE A

Lithia tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 5 match: Air conditioning, Skiing – property near ski resort, Safe, Walking trips, Swing set or jungle gym

2 of 5 filters match

Price per night from

$148

Villa Maria Salt Sun

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

3 of 5 match: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$419

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: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$155

Suncity Center House With Wonderful Lake View And Piano

Wimauma house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$172

Responds fast! avg. 54 minutes

3 of 5 match: Skiing – property near ski resort, Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$268

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Skiing – property near ski resort, Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$230

Responds fast! avg. 11 minutes

3 of 5 match: Skiing – property near ski resort, 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: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$137

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Skiing – property near ski resort, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$192

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 5 match: Walking trips, Skiing – property near ski resort, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$107

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Skiing – property near ski resort, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$104

Spacious Fun Tampa Haven: Games | Pool | 7-15 min From Everything

Carrollwood house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

3 of 5 match: Walking trips, Skiing – property near ski resort, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$574

BoHo Style Home [Playset, Patio / 5 min Clearwater Beach]

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 5 match: Walking trips, Skiing – property near ski resort, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$206

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

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Skiing – property near ski resort, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$149

3 of 5 match: Walking trips, Skiing – property near ski resort, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$238

3 of 5 match: Walking trips, Skiing – property near ski resort, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$401

Pass-A-Grille Beach House

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$218

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

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Skiing – property near ski resort, 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: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$431

North - Sunset Hide Away in Paradise

Naples guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 22 minutes

3 of 5 match: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$298

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 5 match: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$860

3 of 5 match: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$138

3 of 5 match: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$475

Naples, Florida Tennis & Beach Getaway -- Condo

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$150

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: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$316

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

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 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 5 match: Skiing – property near ski resort, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$272

Viewing 38 of 5,120
rentals in Port Charlotte

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