Vacation Rentals & House Rentals in Port Charlotte

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1,116 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 Walking trips Elevator access Secure parking

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Price per night from

$266

Match: Air conditioning Walking trips Elevator access Secure parking

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Price per night from

$284

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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: Elevator access, Walking trips, Air conditioning, Secure parking

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Price per night from

$161

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

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Price per night from

$343

Responds fast! avg. 54 minutes

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

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Price per night from

$267

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

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Price per night from

$138

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$300

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: Elevator access, 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: Elevator access, Walking trips, Air conditioning, Secure parking

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Price per night from

$430

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: Elevator access, Walking trips, Air conditioning, Secure parking

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Price per night from

$193

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

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Price per night from

$508

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$218

Luxury Romantic Oceanfront Siesta Beach Condo #304

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“What a View!” This is a very nicely decorated 1 bedroom and bath on Siesta Key Beach. You have an unobstructed view of the beach the minute you look into the condo. There's a great view from the bedroom as well! Very easy walk fo the beach..chairs and umbrella provided as well as all the amenities of home. We'd stay here again!

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

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Price per night from

$184

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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

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Price per night from

$916

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$144

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$424

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$409

Siesta Key - 2bdrm on the beach - amazing views!!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Escape from reality” We had an amazing vacation. Accommodations were great and very comfortable. Breakfast on the lanai and sunset fishing on the beach were 2 of our families favorite things to do. You also have the bay right behind you where you can kayak or paddle board. The community was quiet which was prefect for our getaway. We will definitely be staying here again.

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

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Price per night from

$602

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, Elevator access, Secure parking

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Price per night from

$314

Crescent Beach resort, Heated Pool, Jacuzzi, Tennis, Barbeques

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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Price per night from

$315

Excellent Location - Gulf/Beach View - Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 38 minutes

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

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Price per night from

$344

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

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

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Price per night from

$514

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

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Price per night from

$465

*** SUPER SPECIAL RATES at Harbor Towers ***

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

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

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Price per night from

$114

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, Elevator access

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Price per night from

$271

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$178

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$172

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$277

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Elevator access, Secure parking, Walking trips, Air conditioning

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Price per night from

$458

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: Elevator access, Secure parking, Walking trips, Air conditioning

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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!!

2 of 4 match: Elevator access, Secure parking, Walking trips, Air conditioning

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Price per night from

$155

Port Charlotte Retreat

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 10 minutes

2 of 4 match: Walking trips, Elevator access, Air conditioning, Secure parking

2 of 4 filters match

Price per night from

$115

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Walking trips, Elevator access, Air conditioning, Secure parking

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Price per night from

$573

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 38 minutes

2 of 4 match: Walking trips, Elevator access, Air conditioning, Secure parking

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Price per night from

$241

“gracious and spacious” Lovely home and great location to walk throughout Siesta Key Village and the beautiful sands of the beach!! We were able to have everyone together for a great vacation.

2 of 4 match: Walking trips, Elevator access, Air conditioning, Secure parking

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Price per night from

$148

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.

2 of 4 match: Walking trips, Elevator access, Air conditioning, 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

2 of 4 match: Walking trips, Elevator access, Air conditioning, Secure parking

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Price per night from

$344

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Walking trips, Elevator access, Air conditioning, Secure parking

2 of 4 filters match

Price per night from

$205

Viewing 38 of 1,116
rentals in Port Charlotte

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