Vacation Rentals & House Rentals in Port Charlotte

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2,508 house rentals

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

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Air conditioning Ceiling Fans Swing set or jungle gym Trampoline Walking trips

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Price per night from

$287

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Responds fast! avg. 54 minutes

4 of 5 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$267

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$229

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

4 of 5 match: Trampoline, Walking trips, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$266

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 5 match: Air conditioning, Trampoline, Walking trips, Ceiling Fans, Swing set or jungle gym

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Price per night from

$114

Barletta at Bella Terra #23-2313

Estero house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Trampoline, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$165

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 5 match: Swing set or jungle gym, 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 5 match: Swing set or jungle gym, 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 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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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

3 of 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$81

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, 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 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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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

3 of 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$98

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$98

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$215

3 of 5 match: Swing set or jungle gym, 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 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$149

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$127

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$155

Responds fast! avg. 11 minutes

3 of 5 match: Ceiling Fans, Trampoline, Walking trips, Air conditioning, Swing set or jungle gym

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Price per night from

$132

Villagio's Model Home Vacation Rental

Estero condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$107

Make Memories at Paradise in Bella Terra - Amazing Vacation Condo!

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Trampoline, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$149

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Trampoline, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$192

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, Trampoline, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$157

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 5 match: Walking trips, Trampoline, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$107

Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

3 of 5 match: Walking trips, Trampoline, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$224

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Trampoline, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$103

"Everglades Breath"3bed 2 b ,BBQ, Kayaks, 30 jets Hot tub

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Trampoline, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$271

“Lovely Home” The house looked just as the pictures showed. It was beautiful. We enjoyed the pool and hot tub. It was a nice vacation spot.

3 of 5 match: Walking trips, Trampoline, Air conditioning, Ceiling Fans, Swing set or jungle gym

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Price per night from

$223

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$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 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$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 5 match: Swing set or jungle gym, 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 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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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!!

3 of 5 match: Swing set or jungle gym, 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 5 match: Swing set or jungle gym, 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 5 match: Swing set or jungle gym, 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 5 match: Swing set or jungle gym, 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 5 match: Swing set or jungle gym, Trampoline, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$430

Viewing 38 of 2,508
rentals in Port Charlotte

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