Vacation Rentals & House Rentals in Port Charlotte

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10,001 house rentals

Match: Air conditioning Boat available Sea view Walking trips Secure parking Smoking allowed

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Price per night from

$201

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Apartment direct beach and pool view

Miami Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Boat available, Walking trips, Air conditioning, Sea view, Secure parking, Smoking allowed

5 of 6 filters match

Price per night from

$458

“Perfect get-away cottage exceeded our expectations.” Just back from enjoying the cottage, Conched Out, at Caribbean Soul Charters on Conch Key. Awesome rustic cottage with tons of nautical character and a sailboat right out the back door. Great location near Marathon allowed us to easily day trip up to Key Largo and down to Key West. My family took the 23' Compact sailboat out 3 times during the week and the sailing was awesome. Our boat was in great shape and the motor operated flawlessly. One of the best family vacations we've ever enjoyed. We can't wait to come back. The owners, Barry and Tammy Jo, were very friendly and great sources of local information.

5 of 6 match: Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view, Secure parking

5 of 6 filters match

Price per night from

$327

BRANDNEW BEACHHOUSE with Pool 2 MASTER-BR 3 FULL BATHR

Naples Park house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Boat available, Walking trips, Air conditioning, Sea view, Secure parking, Smoking allowed

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Price per night from

$584

The One Love Waterfront King Suite Clothing Optional 420 Friendly

Seville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

5 of 6 match: Sea view, Walking trips, Air conditioning, Boat available, Secure parking, Smoking allowed

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Price per night from

$144

500 Ocean - Tropical Florida Keys Vacation Home

Marathon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Zen Oasis with a Dock” Loved 500 Ocean. Quiet, Local, Relaxed. Great location, Good fishing and amenities for the boat ( tons of dock space, bait freezer, fish cleaning station) You have to watch that canal though it's super shallow (as in barely 2 feet most of the way). Everything is the house was nice and comfortable. Coconut Chuck was super helpful with our stay and provided a lot of information ahead of time!

Responds fast! avg. 2 hours 56 minutes

5 of 6 match: Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view, Secure parking

5 of 6 filters match

Price per night from

$327

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

5 of 6 match: Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view, Secure parking

5 of 6 filters match

Price per night from

$266

LUXURY OCEAN VIEW REMODELED CONDO WIFI AWARD WINNING COMPLEX AS SEEN ON HGTV

New Smyrna Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 19 minutes

5 of 6 match: Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view, Secure parking

5 of 6 filters match

Price per night from

$229

Oceanfront Condo: Private, Clean, Safe - Sanibel 303

Daytona Beach Shores condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view, Secure parking

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Price per night from

$327

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view, Secure parking

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Price per night from

$172

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 6 match: Sea view, Smoking allowed, Walking trips, Air conditioning, Boat available, Secure parking

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Price per night from

$856

BELLA VIDA DREAMS

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 6 match: Boat available, Sea view, Smoking allowed, Walking trips, Air conditioning, Secure parking

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Price per night from

$189

Private Island Rental with 19' Boat, Seabird Key

Marathon house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Heaven On Earth!” From the moment you step foot on this beautiful island paradise, you'll feel like you've been transported to your own little private world! Every amenity has been thought of from an outstanding outdoor kitchen, complete with state of the art grill, oven and microwave along with dinnerware, glassware etc. Not to mention the kitchen inside the house comes complete with all you need also. Even spices, just not food! The house itself is amazing and has a awesome stereo system so you can have music in the house, on the decks and on then beach! You can snorkel, swim, fish, sail, canoe, kayak, go tubing walk along the perfectely maintained tropical paths. From sunrise to sunset you day will be filled with beautiful scenerey, The view from the front porch is my favorite, I could sit there all day and have! This was our 7th trip and we had a extended stay of 10 glorious days, also our first trip with friends who loved it as much as we do! We've spent my birthday and our anniversary (back to back) here many of times and there is no place else we would rather be! The island is alive with hermit and land craps and Iguanna's and birds of all sorts. It's so funny to see a hermit crap go by with some sort of object he found as a shell. At night when you turn all the outside lights on it's like a magical transformantion! I can not say enough good things about Seabird Key. The owners and care takers do such a amazing job! Thank you for sharing this tropical paradise with us and we hope to be back again soon!

4 of 6 match: Walking trips, Air conditioning, Boat available, Sea view, Secure parking, Smoking allowed

4 of 6 filters match

Price per night from

$2,004

❤ 9 miles to Disney World - Beautiful 4 Bedroom Townhome at Storey Lake ❤

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 6 match: Sea view, Smoking allowed, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$213

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Secure parking, Smoking allowed

4 of 6 filters match

Price per night from

$458

Tropical Tiny spa home

Tarpon Springs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 18 minutes

4 of 6 match: Sea view, Smoking allowed, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$113

Lovely house near Theme parks - Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 6 match: Boat available, Sea view, Smoking allowed, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$181

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Boat available, Smoking allowed, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$300

NEW! Modern Suite with Ocean View and Miami Downtown

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: Boat available, Smoking allowed, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$264

Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.

Clearwater cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

“Best weekend to the end of the summer” The hideawy cottage was perfect for what we needed peacefully, quite and dog friendly that what was the best part! The staff was great and professional and helpful. This was a perfect getaway for my birhtday celebration. I am turly coming back to take another mini vacation it was all the comfronts of home. I would like to thank the staff at Blue Wave Condo Suites for a wonderfully experience and this will be my new vacation spot when I travel back to Clearwater Beach.

4 of 6 match: Sea view, Smoking allowed, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$446

Estuary Oasis

Crystal River house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 6 match: Sea view, Smoking allowed, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$354

“Perfect” Great house. Very clean and simple. You share the beach and dock with the two other houses in the property but was never an issue. Location is great in Largo. Martha was a great host and very friendly. Will definetly be going back.

4 of 6 match: Sea view, Secure parking, Walking trips, Air conditioning, Boat available, Smoking allowed

4 of 6 filters match

Price per night from

$315

4 of 6 match: Boat available, Smoking allowed, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$476

Apt 313

Sunny Isles Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 6 match: Boat available, Smoking allowed, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$215

Snowbirds Dream! Oceanfront Unit Hutchinson Island

Hutchinson Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 34 minutes

4 of 6 match: Boat available, Smoking allowed, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$230

Enjoy a Florida Vacation in a beachfront condo!

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 47 minutes

4 of 6 match: Boat available, Smoking allowed, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$332

The Cannon- A two bedroom adorable cottage minutes walking to beach

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

4 of 6 match: Boat available, Smoking allowed, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$401

GORGEOUS, PRIVATE SECLUDED IN UPSCALE SummerBrooke

Tallahassee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 20 minutes

4 of 6 match: Sea view, Smoking allowed, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$446

Marco Island Vacation Home

Marco Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 6 match: Sea view, Smoking allowed, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$458

4 of 6 match: Sea view, Smoking allowed, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$407

Siesta Key private beach access

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

4 of 6 match: Sea view, Smoking allowed, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$509

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Secure parking, Smoking allowed

4 of 6 filters match

Price per night from

$149

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

4 of 6 match: Secure parking, Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view

4 of 6 filters match

Price per night from

$217

Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

4 of 6 match: Secure parking, Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view

4 of 6 filters match

Price per night from

$184

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

4 of 6 match: Secure parking, Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view

4 of 6 filters match

Price per night from

$188

Anna Maria Island Retreat

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

4 of 6 match: Secure parking, Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view

4 of 6 filters match

Price per night from

$224

Anna Maria Island Beach Palms 2B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

4 of 6 match: Secure parking, Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view

4 of 6 filters match

Price per night from

$248

Anna Maria Island Beach Palms 2A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

4 of 6 match: Secure parking, Smoking allowed, Walking trips, Air conditioning, Boat available, Sea view

4 of 6 filters match

Price per night from

$188

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rentals in Port Charlotte

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