Vacation Rentals & House Rentals in Port Charlotte

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4,020 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) Sea view Swimming pool Skiing – property near ski resort

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Price per night from

$172

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Gulf Resort

Fort Myers Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$906

Gulf Resort

Fort Myers Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$960

Gulf Resort

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$628

Gulf Resort

Fort Myers Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$960

Gulf Resort

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$523

Gulf Resort

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$523

Gulf Resort

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$628

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 23 minutes

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

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Price per night from

$390

Redington Towers 1 Beachfront 2 Bedroom Condo

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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Price per night from

$218

Across the street from beautiful Gulf beaches!

Marco Island apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$247

Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Poo

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

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

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Price per night from

$213

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$515

BeachLife

Indian Shores apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$182

Royal Harbor - downtown Naples condo

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$249

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, Sea view, Shared outdoor pool (heated), Swimming pool

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Price per night from

$81

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$287

Charming 1 Bedroom Condo on Gulf of Mexico Beach

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$287

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$344

Elegant, Direct Ocean-Front Condo w180 degree view

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Just perfect!!!” I can't think of any way the condo could have been better. The view is PERFECT. Plenty of towels, blankets, kitchen items, Keurig coffee maker, toilet paper, paper towels, dishwasher detergent, beach chairs, toys, even a cooler, DVDs, games... everything was there. The only thing we couldn't find was a vase for flowers! We managed with a large water glass. We didn't use the pool so I can't comment on that. The beach was uncrowded and had fresh sand. The condo was super clean and bright. Even the exterior halls were hosed down each morning. Thank you so much Kay for a great vacation!

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

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Price per night from

$572

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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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 4 match: Skiing – property near ski resort, Shared outdoor pool (heated), Sea view, Swimming pool

3 of 4 filters match

Price per night from

$271

Boca Ciega Condo, #408, 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), Sea view, Swimming pool

3 of 4 filters match

Price per night from

$201

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$115

GULF COAST DESTINATION

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$201

Paradise Awaits on St. Pete Beach! **FULL Gulf Front** Panoramic Ocean Views!

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“It's the best beach in Florida!” If you want to stay at a plush yet reasonably priced condo on the water, Vistas on the Gulf is the place for you! Very clean facility with pool, hot tub, exercise room and oh what a view! The staff is great too. We've stayed one week and most recently last fall two weeks...I didn't want to go home...this was it!

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

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Price per night from

$458

"Something Fishy" Beach Front Condo & Sunset Views

Indian Rocks Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$166

Sea Breeze 108 (Madeira Beach) Beautiful, Tranquil Beach Front Condo

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 33 minutes

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

3 of 4 filters match

Price per night from

$247

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$161

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), Sea view, Swimming pool

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Price per night from

$241

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), Sea view, Swimming pool

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Price per night from

$328

Island Paradise. 1st Fl. Water views WiFi, HDTV

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Vacation in Paradise!” Our vacation in Sanibel Island at Maggi's condo was a vacation in Paradise! This was our first time in Sanibel Island and it was a great vacation and I hope to come back and stay at Maggi's condo. What a beautiful island! There was everything we needed in the condo and sitting in the lanai in the morning and at night having our coffee or drinks watching the dolphins was amazing. The information and directions that Maggi gave us were great and she was always available if we had any questions. Our preference was the lighthouse beach. We did go visit Bowman Beach and that was also very nice. Captiva Island is beautiful but you must get there early or there is no parking. I would recommend the thriller boat ride it was great and what an amazing dolphin show! There is something to do for everyone beaches, bike rides and nature! There are many restaurants on the island and they were all good and many shops for shopping. It was very hard to leave Sanibel paradise!

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

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Price per night from

$196

2 bedroom condo, Coquina Key, Tampa Bay, Florida

St. Petersburg apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Waterside at Coquina Key has it all!” Waterside at Coquina Key is a a well kept up gated community that offers all the amenities a wonderful vacation requires. Marlean's condo provides a nicely updated unit that allows you to enjoy the waterside condos in comfort and provides all the extra's you need to relax and unwind in the peace and tranquility of a watersdie property. The kitchen had all you needed and more and was nicely updated and contained all you need to cook in or prepare a quick breakfast and take off for the pool or to work-out. The only small downside is not to have a wash and dryer available in the unit. Although one is available 24/7 as the clubhouse and you can use your debit card to work them. the beds were comfortable, and the living area had ample seating available. Thank your for shring your condo, it was wonderful.

Responds fast! avg. 1 hour 34 minutes

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

3 of 4 filters match

Price per night from

$144

Enjoy a Florida Vacation in a beachfront condo!

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 47 minutes

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

3 of 4 filters match

Price per night from

$332

LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$430

Sunsets and Surf Sounds: Gulf-Front Condo on Sunset Beach, 15% off on 7 nights

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Simply amazing” You can’t wish for a better location! Ocean right out your front door! Condo has everything you need. Definitely would come back.

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

3 of 4 filters match

Price per night from

$220

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

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

3 of 4 filters match

Price per night from

$172

Bahia Beach Resort Little Harbor-Tampa, FL

Ruskin studio

  • Studio
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$138

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