Vacation Rentals & House Rentals in Port Charlotte

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5,408 house rentals

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Air conditioning Iron Toaster Walking trips Skiing – property near ski resort

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Price per night from

$172

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South -Sunset Hide Away in Paradise

Naples house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 22 minutes

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$298

Villa Maria Salt Sun

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$419

KISSIMMEE'S KNIGHT CASTLE

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

“Absolutely outstanding!” Our family of 8 adults, 2 children aged 4 years, and 3 infants under 15 months of age, had an outstanding vacation in this home. Only a short drive to all the amenities (including Magic Kingdom) was exactly what was advertised. This home was immaculate, and extremely comfortable. I would highly recommend this property for anyone traveling with family! J. Macpherson, Whitby, Ontario, Canada

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$463

Beautiful 3 bedroom home in Southwest Florida

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$172

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$155

Suncity Center House With Wonderful Lake View And Piano

Wimauma house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$172

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$101

Ft. Myers,Lake View Condo, 2BR & 2BA, Best Beaches

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$81

Boutique Beach Events Hotel Takeover! 11 Private Rms, Sleeps 50 w/Event Space

Treasure Island hotel apartment

  • 12 bedrooms
  • 11 bathrooms
  • sleeps 49

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$3,098

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$127

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$149

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$108

Summer Availability!

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$319

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$216

Elegant condo on beach!

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$150

Ideal for remote working/studying and native plants/wildlife watching

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$98

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$108

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$98

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$108

Villagio's Model Home Vacation Rental

Estero condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$107

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$137

Sea Club 502 Waterfront Condo

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$201

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

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$345

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$144

Family Golf Resort 'Villa Bonita' Southern Dunes

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“nice house” everything was updated and nice ,except for the mattress they are very old every time we when to sleep and got up we had back paint everybody, and everyroom they need to updated...other then that it was very nice

Responds fast! avg. 1 hour 17 minutes

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$121

Naples, Fla., First floor, 2BR 2BA. two blocks to

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 36 minutes

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$246

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$166

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!

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$197

Dolphin Way 403 B - Bonita Beach -INCREDIBLE views Avail Fall 2023

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$156

Your Gardens at Beachwalk Winter Retreat

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Absolutely wonderful!!!” Location was perfect. So much to do and see without much driving time. Close to beaches, shopping, grocery stores and the many attractions. Great place to stay. Lovely condo and very nice people. Want to go again asap. The owner is a great lady!!

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$84

Villa Kamal, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$270

THE PRESERVE AT WOODS EDGE

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$135

“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!!

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$144

Siesta Vacation Home - 3 miles to beach

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$211

North - Sunset Hide Away in Paradise

Naples guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 22 minutes

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

4 of 5 filters match

Price per night from

$298

West - Sunset Hide Away in Paradise

Naples guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 22 minutes

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

4 of 5 filters match

Price per night from

$255

Paradise Cove Waterfront Family-Home, FREE DOCK and Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Walking trips, Air conditioning, Iron, Toaster

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Price per night from

$241

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