Vacation Rentals & House Rentals in Port Charlotte

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1,121 house rentals

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 Staffed property Swing set or jungle gym Walking trips

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Price per night from

$267

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

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

3 of 4 filters match

Price per night from

$144

Responds fast! avg. 54 minutes

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

3 of 4 filters match

Price per night from

$268

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$272

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

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

3 of 4 filters match

Price per night from

$86

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

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Price per night from

$1,148

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 4 match: Walking trips, 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 4 match: Walking trips, 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 4 match: Walking trips, Air conditioning, Staffed property, Swing set or jungle gym

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Price per night from

$178

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

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

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Price per night from

$459

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 4 match: Staffed property, Swing set or jungle gym, Walking trips, Air conditioning

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Price per night from

$155

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 4 match: Staffed property, Swing set or jungle gym, Walking trips, Air conditioning

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Price per night from

$172

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$194

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

2 of 4 filters match

Price per night from

$108

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

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$98

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

2 of 4 filters match

Price per night from

$108

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$150

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$98

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$98

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$258

Bella Vista | Pool | Spa | Lakefront | outdoor Lounge

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$235

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$215

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$216

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

2 of 4 filters match

Price per night from

$448

VERY SECLUDED HOME 1 MIN WALK TO BEACH W/ JACUZZI

North Captiva Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$505

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$425

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

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

2 of 4 filters match

Price per night from

$107

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$104

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

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$271

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

2 of 4 filters match

Price per night from

$137

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$144

Siesta Vacation Home - 3 miles to beach

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 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.

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

2 of 4 filters match

Price per night from

$166

Villa Kamal, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$270

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

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$241

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rentals in Port Charlotte

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