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

Match: Air conditioning Ceiling Fans Shared outdoor pool (unheated) Swing set or jungle gym Walking trips

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Price per night from

$287

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Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Ceiling Fans, Swing set or jungle gym

4 of 5 filters match

Price per night from

$230

Responds fast! avg. 54 minutes

4 of 5 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Ceiling Fans, Swing set or jungle gym

4 of 5 filters match

Price per night from

$268

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: Shared outdoor pool (unheated), Walking trips, Air conditioning, Ceiling Fans, Swing set or jungle gym

4 of 5 filters match

Price per night from

$267

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

4 of 5 match: Walking trips, Air conditioning, Ceiling Fans, Shared outdoor pool (unheated), Swing set or jungle gym

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Price per night from

$107

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Ceiling Fans, Shared outdoor pool (unheated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$104

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

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Ceiling Fans, Shared outdoor pool (unheated), Swing set or jungle gym

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Price per night from

$149

Tara Golf & Country Club Condo

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful, peaceful location and beautiful condo.” This condo is wonderful and has everything anyone would want or need for a wonderful stay. We loved the property and the owners. It is located in a private championship golf course community and is just across the street from all the amenities. The amenities include tennis, pool, workout room, and of course golf at its best. There is a wonderful grill room and beautiful dining room facing the driving range. Very close to a hugh shopping area and enclosed mall. Very convenient to travel anywhere from here. Very nice rental in a wonderful area.

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans, Shared outdoor pool (unheated)

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Price per night from

$144

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, Shared outdoor pool (unheated), Walking trips, Ceiling Fans, Swing set or jungle gym

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Price per night from

$114

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

4 of 5 match: Walking trips, Air conditioning, Ceiling Fans, Shared outdoor pool (unheated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$115

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Ceiling Fans, Shared outdoor pool (unheated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$746

Barletta at Bella Terra #23-2313

Estero house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Shared outdoor pool (unheated), 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: Shared outdoor pool (unheated), Swing set or jungle gym, 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: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$155

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

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

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Price per night from

$81

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$101

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$108

Your waterfront getaway - Villa Family Retreat

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$149

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$98

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$149

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$108

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$98

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

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: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$215

Absolutely stunning home that truly embodies Florida living

Saint James City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$127

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$108

Responds fast! avg. 11 minutes

3 of 5 match: Ceiling Fans, Shared outdoor pool (unheated), Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$132

Villagio's Model Home Vacation Rental

Estero condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$107

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Ceiling Fans, Swing set or jungle gym

3 of 5 filters match

Price per night from

$192

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Ceiling Fans, Swing set or jungle gym

3 of 5 filters match

Price per night from

$158

Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Ceiling Fans, Swing set or jungle gym

3 of 5 filters match

Price per night from

$224

"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, Shared outdoor pool (unheated), Air conditioning, Ceiling Fans, Swing set or jungle gym

3 of 5 filters match

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, Shared outdoor pool (unheated), Air conditioning, Ceiling Fans, Swing set or jungle gym

3 of 5 filters match

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: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$144

THE PRESERVE AT WOODS EDGE

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$135

Siesta Vacation Home - 3 miles to beach

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$211

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: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$166

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

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Ceiling Fans

3 of 5 filters match

Price per night from

$157

Viewing 38 of 2,561
rentals in Port Charlotte

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