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 Safe Satellite TV Swing set or jungle gym Walking trips

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Price per night from

$267

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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: Swing set or jungle gym, Walking trips, Air conditioning, Safe, Satellite TV

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Price per night from

$155

Responds fast! avg. 54 minutes

4 of 5 match: Safe, Walking trips, Air conditioning, Satellite TV, Swing set or jungle gym

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Price per night from

$268

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

4 of 5 match: Walking trips, Air conditioning, Safe, Satellite TV, 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, Safe, Satellite TV, Swing set or jungle gym

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Price per night from

$104

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Safe, Satellite TV

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Price per night from

$272

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Safe, Satellite TV

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Price per night from

$201

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Safe, Satellite TV

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Price per night from

$343

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, Safe, Satellite TV, 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

4 of 5 match: Walking trips, Air conditioning, Safe, Satellite TV, Swing set or jungle gym

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Price per night from

$161

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Safe, Satellite TV

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Price per night from

$402

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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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!

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$172

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Satellite TV, Swing set or jungle gym, Walking trips, Air conditioning, Safe

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Price per night from

$137

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$155

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$98

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$108

3 of 5 match: Satellite TV, Swing set or jungle gym, Walking trips, Air conditioning, Safe

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Price per night from

$138

"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, Safe, Air conditioning, Satellite TV, Swing set or jungle gym

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Price per night from

$271

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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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: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$166

Villa Kamal, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$270

“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: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

3 of 5 filters match

Price per night from

$144

Siesta Vacation Home - 3 miles to beach

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$211

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

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$241

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

3 of 5 filters match

Price per night from

$144

Englewood Cozy Comfy Home A

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

3 of 5 filters match

Price per night from

$166

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

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$117

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: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

3 of 5 filters match

Price per night from

$510

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

3 of 5 filters match

Price per night from

$190

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$916

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

3 of 5 filters match

Price per night from

$301

Lovely Siesta Key 3BR 2.5BA Condo, Island Paradise

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$493

Large 4 Bedroom/2 Full +2 Half Bath

Placida house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

3 of 5 filters match

Price per night from

$338

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

3 of 5 filters match

Price per night from

$402

Luxury accommodation in Venetia, 3 months stay

Venice house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

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Price per night from

$192

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

3 of 5 filters match

Price per night from

$190

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: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Satellite TV

3 of 5 filters match

Price per night from

$86

Viewing 38 of 1,151
rentals in Port Charlotte

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