Vacation Rentals & House Rentals in Port Charlotte

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2,480 house rentals

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Staffed property Towels provided Swimming pool Smoking allowed

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Price per night from

$149

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Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Swimming pool, Staffed property, Towels provided, Smoking allowed

3 of 4 filters match

Price per night from

$1,119

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Towels provided, Staffed property, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$158

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

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$96

Fountain Cottage

Iona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 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

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 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

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 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

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 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

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$194

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

3 of 4 match: Staffed property, Towels provided, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$373

3 of 4 match: Staffed property, Towels provided, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$316

3 of 4 match: Staffed property, Towels provided, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$246

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$345

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$272

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$431

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$144

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$268

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$338

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$86

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: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$161

Zilli Ocean Front 201 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$298

Oceanfront home

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$688

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$224

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Smoking allowed, Staffed property, Towels provided, 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, Staffed property, Towels provided, 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, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$247

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$860

Peaceful and Relaxing with Gorgeous Sunsets

North Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$104

Zilli Ocean Front 202 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$309

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$285

Zilli Tower 503

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$343

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$144

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, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$178

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$560

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$549

BEACH RESIDENCES on Siesta, aka The Hyatt – 3 Bed/3 Bath Luxury Penthouse

Siesta Key hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$514

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$560

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Staffed property, Towels provided, Swimming pool

3 of 4 filters match

Price per night from

$778

Viewing 38 of 2,480
rentals in Port Charlotte

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