Vacation Rentals & House Rentals in Port Charlotte

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1,139 house rentals

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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 Walking trips Secure parking

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Price per night from

$267

Match: Air conditioning Safe Walking trips Secure parking

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Price per night from

$343

Match: Air conditioning Safe Walking trips Secure parking

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Price per night from

$138

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Safe, Walking trips, Air conditioning, Secure parking

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Price per night from

$161

Responds fast! avg. 54 minutes

3 of 4 match: Safe, Walking trips, Air conditioning, Secure parking

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Price per night from

$268

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Safe, Walking trips, Air conditioning, Secure parking

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Price per night from

$301

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 4 match: Safe, Walking trips, Air conditioning, Secure parking

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Price per night from

$509

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 4 match: Safe, Walking trips, Air conditioning, Secure parking

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Price per night from

$431

3 of 4 match: Safe, Walking trips, Air conditioning, Secure parking

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Price per night from

$285

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 4 match: Safe, Walking trips, Air conditioning, Secure parking

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Price per night from

$193

3 of 4 match: Safe, Walking trips, Air conditioning, Secure parking

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Price per night from

$509

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Safe, Walking trips, Air conditioning, Secure parking

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Price per night from

$218

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 4 match: Secure parking, Walking trips, Air conditioning, Safe

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Price per night from

$155

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$178

Fishing Paradise with private pier at El Jobean

Port Charlotte apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“very comfortable and excellent location” The pictures and description of the condo are very accurate. Last year rented a 1 Bedroom 1 bath condo and this certainly was an upgrade. Enjoyed the restaurants that Jackie had recommended and the nearby beaches that we took advantage of often. Excellent location to visit other areas such as Venice and Sarasota. Would recommend to anyone.

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$172

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$345

WATERFRONT-GULF ACCESS-DOCK-RIVERFRONT RIVERBEND BOATING COMMUNITY JUST OFF I-75

North Fort Myers townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$77

#1 EXCLUSIVE Siesta Key Beach House /3 payments

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$259

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Secure parking, Walking trips, Air conditioning, Safe

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Price per night from

$137

Heritage Oaks

Heritage Oaks Golf and Country Club condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 56 minutes

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$98

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$107

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$338

****Walk to Beach-5min! Waterfront Canal! Private Pool~spa~Kayaks, Bikes!

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$455

Glamorous 3-Bedroom Villa w Pool Sarasota Area

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 59 minutes

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$573

Luxurious Cape Retreat

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$258

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$410

“Quiet Spacious Well Appointed Home” Central located in North Port in a quiet residential area between Naples and Sarasota with quick access to I -75 to allow easy access to many beaches, attractions and restaurants. The owner has thought of everything for a day out with the family at the beach including shell scoops to find that special seashell or prized shark tooth!! The house has a very well appointed kitchen, spacious pool area and a heated pool and hot tub. There is even a full office to keep up with any computer needs you may have. The Wifi is fast and efficient. Kurth we thank you for the use of your home and your hospitality even when you and your and family were on vacation overseas. We would recommend this property to any vacationer. Jerry and Claudette

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$230

Three Bedroom 3 Bath Waterfront Vacation Rental

Cape Coral condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$465

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$190

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$319

2/3 bedroom salt water- heated pool home!

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$281

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

3 of 4 filters match

Price per night from

$172

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

3 of 4 filters match

Price per night from

$172

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

3 of 4 filters match

Price per night from

$320

BEAUTY ON THE BEACH! Crescent Arms 601S FULL FRONT VIEW

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

3 of 4 filters match

Price per night from

$315

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

3 of 4 filters match

Price per night from

$274

Buena Vida: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Walking trips, Air conditioning, Safe, Secure parking

3 of 4 filters match

Price per night from

$514

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Secure parking, Walking trips, Air conditioning, Safe

3 of 4 filters match

Price per night from

$272

Viewing 38 of 1,139
rentals in Port Charlotte

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