Vacation Rentals & House Rentals in Port Charlotte

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3,981 house rentals

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (heated) Safe Swimming pool Skiing – property near ski resort

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Price per night from

$172

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TAMPA BAY WATERFRONT CONDO!

Tampa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$171

Woodside Village Condos

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$229

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$131

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

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Price per night from

$178

Beautiful Treasure Island, St. Pete Beach 2br/2bth Sunset Beach Condo waterfront

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$304

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$549

Paradise Lane- Dolphin View on the Intercoastal Water !! Boats Welcome

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

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Price per night from

$343

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$409

The Beach Cottage

North Naples house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

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Price per night from

$430

2 Bedroom Condo Newly Renovated Excellent Location!

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

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Price per night from

$249

Beach Friendly 5 Bd Pool Home 2 Miles to Indian Shores Beach!

Seminole house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

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Price per night from

$373

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

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Price per night from

$263

BeachLife

Indian Shores apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Skiing – property near ski resort, Safe, Shared outdoor pool (heated), Swimming pool

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Price per night from

$182

Fort Myers, Lake View, 2Br $ 2BA, Best Beaches

Iona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Skiing – property near ski resort, Safe, Shared outdoor pool (heated), Swimming pool

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Price per night from

$81

Royal Harbor - downtown Naples condo

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Skiing – property near ski resort, Safe, Shared outdoor pool (heated), Swimming pool

2 of 4 filters match

Price per night from

$249

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$95

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$271

Boca Ciega Condo, #107, St Petersburg, Florida

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

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Price per night from

$205

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$430

Swedish owned Spacious Condo with view over beach

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

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Price per night from

$264

AVALON- POOL VIEW IN A MODERN CONDO - Feel at Home and enjoy your stay

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$227

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$86

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$267

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$337

BEACH-FRONT! April 2024 Availability!

Clearwater condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$84

OCEANFRONT VIEW - PRIVACY OVERLOOKING THE GULF OF MEXICO

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$206

Sea Winds Marco Island 301 Beautiful Beach Front Condo on the Gulf

Marco Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$295

Luxury Penthouse Condo Overlooking Beach/Gulf

Treasure Island apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Review” The place was amazing! Perfect weather and a great week! Thank you so much for the opportunity! We had the best week!

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$286

Beachfront Luxury Condo - Marco Beach Ocean Resort

Marco Island apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Fantastic Beach Vacation!” Beautiful beach resort with all the amenities. The one bedroom unit was a good size and the bathroom was more than spacious for two people. The unit was was well equipped and very clean. We were very impressed overall !

Responds fast! avg. 2 hours 45 minutes

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$315

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$411

Lake Blue Resort on Lake Clay--Lake Placid, Florida

Lake Placid apartment

  • 1 bathroom
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$184

Seashells and Sunsets

Sanibel Island apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Rest and Relaxing---What a nice week!!” We thoroughly enjoyed our stay. The bedrooms were large compared to may places I have stayed.. We were not affected by the storm on the east coast of FL. Large living room, very well furnished kitchen. Great washer/dryer. Sharon-MI.

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$360

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$241

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$258

SUNNY ALL DAY modern condo near Gulf of Mexico beaches

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“CLEARWATER'S BEST KEPT SECRET” The pictures sold me on this condo. It is exactly as it shows. Very clean, smells good. Great locations, all stores close on the same road as condo. Close to the beach. Owner kept in close contact throughout our pre-booking and stay. I will stay here again! Very, very nice.

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$172

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$192

BEACHFRONT WING UNIT

Marco Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Resort feeling minus the all inclusive.” We loved the condo & the location. We didn't know what to expect but everything was as described. We loved that the condo was a end unit with the windows wrapping around the side. We had a few trees in front but could still see the ocean & the sun sets were beautiful! The condo was beautifully decorated & had everything you needed & then some; from the keurig coffee pot & coffee, beach towels & chairs even a cart for taking them to the beach, even kids beach toys. We liked that Doug supplied a binder with info about places to see & restaurants. We had no trouble finding our way around. Lots of areas to walk without going out of the community. Doug checked in with us regularly via cell checking if everything was ok or if we needed anything. This is the way to vacation, just like home & then some.

Responds fast! avg. 1 hour 34 minutes

3 of 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$328

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