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 Housekeeping Included Kettle Swing set or jungle gym Walking trips

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Price per night from

$266

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Responds fast! avg. 54 minutes

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Kettle, 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, Housekeeping Included, Kettle, Swing set or jungle gym

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Price per night from

$107

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Housekeeping Included, Kettle

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Price per night from

$86

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: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

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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: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$155

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Kettle, Swing set or jungle gym, Walking trips, Air conditioning, Housekeeping Included

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Price per night from

$271

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

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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: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

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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: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

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Price per night from

$98

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 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

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

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Price per night from

$155

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

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Price per night from

$137

"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, Housekeeping Included, Air conditioning, Kettle, 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: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

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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: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

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Price per night from

$165

“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: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$144

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

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: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$211

White Sands | Modern Lakefront | Golf Course View | Pool | Spa

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

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Price per night from

$236

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$127

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

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$117

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

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$241

Charming and Peaceful Waterfront Vacation Retreat

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$89

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$138

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$189

Lovely Siesta Key 3BR 2.5BA Condo, Island Paradise

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$492

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$284

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$161

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: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$193

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$343

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$161

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, Housekeeping Included, Air conditioning, Kettle, Swing set or jungle gym

3 of 5 filters match

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, Housekeeping Included, Air conditioning, Kettle, Swing set or jungle gym

3 of 5 filters match

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, Housekeeping Included, Air conditioning, Kettle, Swing set or jungle gym

3 of 5 filters match

Price per night from

$178

3BR/4BA TOWNHOUSE - POOL VIEW PARADISE - PRIVATE BEACH ACCESS

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 38 minutes

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$430

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$508

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Kettle

3 of 5 filters match

Price per night from

$401

Viewing 38 of 1,174
rentals in Port Charlotte

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