Vacation Rentals & House Rentals in Port Charlotte

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Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$287

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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!

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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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!!

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$155

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$101

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

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$81

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$108

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$108

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$98

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$98

Blue Lagoon - built in 2020 - Pool/Spa/Sunshelf

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$215

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$108

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$149

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$127

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$155

Villagio's Model Home Vacation Rental

Estero condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$107

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$144

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.

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$165

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: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$196

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

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$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!!

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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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

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$269

Villa Sunlight, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$231

Englewood Cozy Comfy Home A

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$166

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$430

THE PRESERVE AT WOODS EDGE

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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$134

“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: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$144

Siesta Vacation Home - 3 miles to beach

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$211

Vacation in Paradise!! YACHT CLUB 4 BEDROOM HOME

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$172

White Sands | Modern Lakefront | Golf Course View | Pool | Spa

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$236

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$127

Amazing outdoor living on a freshwater canal, 4 bedrooms, pet-friendly

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$117

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$401

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

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$241

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$858

Meadows Townhouse With Golf View in Sarasota

Fruitville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$149

Charming and Peaceful Waterfront Vacation Retreat

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$89

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$127

3 of 4 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$138

Viewing 38 of 2,504
rentals in Port Charlotte

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