Vacation Rentals & House Rentals in Port Charlotte

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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

Match: Air conditioning Boat available Staffed property Swing set or jungle gym Walking trips

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Price per night from

$267

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Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 5 match: Walking trips, Air conditioning, Boat available, Staffed property, Swing set or jungle gym

4 of 5 filters match

Price per night from

$1,148

3 of 5 match: Boat available, Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$144

“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 5 match: Boat available, Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$144

Responds fast! avg. 54 minutes

3 of 5 match: Boat available, Staffed property, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$268

"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, Staffed property, Air conditioning, Boat available, Swing set or jungle gym

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Price per night from

$271

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Boat available, Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

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Price per night from

$272

3 of 5 match: Boat available, Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$285

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

3 of 5 match: Boat available, Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

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Price per night from

$86

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Staffed property, Swing set or jungle gym, Walking trips, Air conditioning, Boat available

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Price per night from

$190

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.

3 of 5 match: Staffed property, Swing set or jungle gym, Walking trips, Air conditioning, Boat available

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Price per night from

$509

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Staffed property, Swing set or jungle gym, Walking trips, Air conditioning, Boat available

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Price per night from

$916

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.

3 of 5 match: Walking trips, Boat available, Air conditioning, Staffed property, Swing set or jungle gym

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Price per night from

$115

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Boat available, Air conditioning, Staffed property, Swing set or jungle gym

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Price per night from

$161

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Boat available, Air conditioning, Staffed property, Swing set or jungle gym

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Price per night from

$178

Close to Siesta key with hot tub, fire pit and butterfly garden

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Staffed property, Swing set or jungle gym, Walking trips, Air conditioning, Boat available

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Price per night from

$193

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$1,088

Exceptional view of the Gulf and amazing sunsets. C1324B

Cape Haze villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

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Price per night from

$848

Gulf view and Newly Renovated with Access to all Resort Amenities B3713A+*

Cape Haze villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$878

Bright and Cheerful Newly Updated Gulf View Villa in Great Location B3722B

Cape Haze villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$648

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$1,138

Exceptional villa waiting for you to be on a Gulf Shore Vacation! B3613A

Cape Haze villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$828

Comfortable villa with unobstructed view of the Gulf on Resort, C2424B

Cape Haze villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$848

Enjoy an Unobstructed view of the Gulf from this Cheery Villa! B2913A

Cape Haze villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$828

Spend some time in this gorgeous villa with a gorgeous view! B3623A

Placida villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$828

Perfect location for a relaxing beach vacation! B3213B+

Placida villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$698

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$1,088

Nicely Decorated Villa Great location, Great View waiting for you! B3712A

Cape Haze villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$828

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$682

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Boat available, Staffed property

3 of 5 filters match

Price per night from

$284

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 5 match: Boat available, Staffed property, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$459

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!

2 of 5 match: Boat available, Staffed property, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

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!!

2 of 5 match: Boat available, Staffed property, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$155

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 5 match: Boat available, Staffed property, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$194

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Boat available, Staffed property, Swing set or jungle gym, Walking trips, Air conditioning

2 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

2 of 5 match: Boat available, Staffed property, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$149

2 of 5 match: Boat available, Staffed property, Swing set or jungle gym, Walking trips, Air conditioning

2 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

2 of 5 match: Boat available, Staffed property, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$98

Viewing 38 of 1,127
rentals in Port Charlotte

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