Vacation Rentals & House Rentals in Port Charlotte

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Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Cot available Staffed property Swimming pool Smoking allowed

All filters match

Price per night from

$149

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Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Smoking allowed, Cot available, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$247

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Smoking allowed, Cot available, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$247

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Smoking allowed, Cot available, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$247

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Cot available, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$178

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Smoking allowed, Cot available, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$224

3 of 4 match: Staffed property, Cot available, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$252

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Cot available, Staffed property, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$158

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Smoking allowed, Cot available, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$1,148

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

3 of 4 match: Smoking allowed, Cot available, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$190

Bonita Beach Villa, private heatable pool, close to beaches,

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Cot available, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$287

Amazing Waterfront Home with a Pool and a View!

Fort Myers Beach townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Smoking allowed, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$402

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

Responds fast! avg. 1 hour 59 minutes

2 of 4 match: Staffed property, Smoking allowed, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$2,856

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Swimming pool, Staffed property, Smoking allowed

2 of 4 filters match

Price per night from

$1,119

Vacation Rental Boutique Suite Windmills

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Swimming pool, Smoking allowed, Cot available, Staffed property

2 of 4 filters match

Price per night from

$224

Hibiscis Hideout Pool/Hot Tub Home

Pinecraft house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Smoking allowed, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$258

Home in Port Charlotte with pool

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Cot available, Staffed property, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$144

Shorewalk waterfront Condo Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.

Responds fast! avg. 2 hours 1 minutes

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$96

Fountain Cottage

Iona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$166

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$424

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$410

Captiva Villa on Redfish Pass, ocean views from all rooms, beautiful beach

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$493

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 56 minutes

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$194

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$682

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$454

2 of 4 match: Cot available, Staffed property, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$275

The Hideaway: 4/2 W Heated Pool and Outdoor Spaces, 10 mins to Sarasota Beach

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 4 match: Cot available, Staffed property, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$373

2 of 4 match: Cot available, Staffed property, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$316

Key West Flair

Sanibel condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Cot available, Staffed property, Swimming pool, Smoking allowed

2 of 4 filters match

Price per night from

$311

SPACIOUS WATERFRONT HOME WITH HEATED POOL

North Fort Myers house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Staffed property, Smoking allowed, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$198

Apartment Sanibel in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Staffed property, Smoking allowed, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$167

Apartment Manatee in Cape Coral

Cape Coral apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Staffed property, Smoking allowed, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$303

Apartment Butterfly in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Staffed property, Smoking allowed, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$298

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$209

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$272

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$285

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$268

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

Fort Myers Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Staffed property, Swimming pool

2 of 4 filters match

Price per night from

$161

Viewing 38 of 1,902
rentals in Port Charlotte

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