Vacation Rentals & House Rentals in Port Charlotte

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251 house rentals

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Horse riding Walking trips Car not required

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Price per night from

$189

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“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!!

2 of 3 match: Horse riding, Walking trips, Car not required

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Price per night from

$144

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Horse riding, Walking trips, Car not required

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Price per night from

$916

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 3 match: Horse riding, Walking trips, Car not required

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Price per night from

$165

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.

2 of 3 match: Horse riding, Walking trips, Car not required

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Price per night from

$509

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Walking trips, Horse riding, Car not required

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Price per night from

$482

Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Horse riding, Walking trips, Car not required

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Price per night from

$218

Sea Club II - 1B: By Beachside Management

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Walking trips, Horse riding, Car not required

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Price per night from

$240

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Car not required, Horse riding, Walking trips

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Price per night from

$258

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Car not required, Horse riding, Walking trips

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Price per night from

$194

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Car not required, Horse riding, Walking trips

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Price per night from

$235

Bella Vista | Pool | Spa | Lakefront | outdoor Lounge

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$215

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Car not required, Horse riding, Walking trips

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Price per night from

$216

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Car not required, Horse riding, Walking trips

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Price per night from

$215

A Wonderful Pool House on a lake full of wildlife.

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Location location” Great house convincent , clean , close to everything

2 of 3 match: Walking trips, Horse riding, Car not required

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Price per night from

$121

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

2 of 3 match: Walking trips, Horse riding, Car not required

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Price per night from

$744

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Car not required, Horse riding, Walking trips

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Price per night from

$189

Villa Kamal, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Car not required, Horse riding, Walking trips

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Price per night from

$269

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$236

Aloha Shores - Pet friendly | Pool | fenced yard

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Car not required, Horse riding, Walking trips

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Price per night from

$197

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$271

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

2 of 3 match: Car not required, Horse riding, Walking trips

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Price per night from

$430

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$201

Luxury accommodation in Venetia, 3 months stay

Venice house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Car not required, Horse riding, Walking trips

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Price per night from

$192

LEMON BAY COTTAGE

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect family cottage in Lemon Bay” Such a great little house and surprisingly bigger than pictures reveal. Perfect for a family with kids. 3rd toilet tucked away in laundry shed for easy access from pool. Great location as well, close to beaches, parks and many restaurants within walking distance. Definitely will rent there again. House was fresh, clean and inviting.

Responds fast! avg. 3 hours 37 minutes

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$103

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$86

Lovely Siesta Key 3BR 2.5BA Condo, Island Paradise

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$492

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$508

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$343

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

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$193

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$401

Large 4 Bedroom/2 Full +2 Half Bath

Placida house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$338

Villa Hibiscus - Waterfront Luxury Home - Punta Gorda, FL

Punta Gorda house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$516

Villa Tranquility - Waterfront Luxury Home in Punta Gorda, FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Car not required, Horse riding, Walking trips

2 of 3 filters match

Price per night from

$590

Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 of 3 match: Horse riding, Walking trips, Car not required

1 of 3 filters match

Price per night from

$596

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

1 of 3 match: Horse riding, Walking trips, Car not required

1 of 3 filters match

Price per night from

$430

Second Star

North Captiva Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Horse riding, Walking trips, Car not required

1 of 3 filters match

Price per night from

$659

Downtown Apartment in Historic Burns Square downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Horse riding, Walking trips, Car not required

1 of 3 filters match

Price per night from

$281

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rentals in Port Charlotte

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