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 Boat available Satellite TV Sea view Walking trips Secure parking

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Price per night from

$266

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Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Boat available, Walking trips, Air conditioning, Satellite TV, Sea view, 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.

5 of 6 match: Sea view, Walking trips, Air conditioning, Boat available, Satellite TV, Secure parking

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Price per night from

$508

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

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Sea view, Walking trips, Air conditioning, Boat available, Satellite TV, Secure parking

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Price per night from

$193

5 of 6 match: Boat available, Walking trips, Air conditioning, Satellite TV, Sea view, Secure parking

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Price per night from

$284

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

5 of 6 match: Boat available, Walking trips, Air conditioning, Satellite TV, Sea view, Secure parking

5 of 6 filters match

Price per night from

$429

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

5 of 6 match: Secure parking, Walking trips, Air conditioning, Boat available, Satellite TV, Sea view

5 of 6 filters match

Price per night from

$915

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Satellite TV, Secure parking

4 of 6 filters match

Price per night from

$342

Responds fast! avg. 54 minutes

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$267

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$507

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$218

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Satellite TV, Secure parking

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Price per night from

$205

Million Dollar View in PGI

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 6 minutes

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Satellite TV, Secure parking

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Price per night from

$143

4 of 6 match: Walking trips, Boat available, Air conditioning, Satellite TV, Sea view, Secure parking

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Price per night from

$349

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Satellite TV, Sea view

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Price per night from

$143

“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!!

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Satellite TV, Sea view

4 of 6 filters match

Price per night from

$143

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.

4 of 6 match: Walking trips, Boat available, Air conditioning, Satellite TV, Sea view, Secure parking

4 of 6 filters match

Price per night from

$601

Fanta-Sea 49: By Beachside Management

Siesta Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 40 minutes

4 of 6 match: Walking trips, Boat available, Air conditioning, Satellite TV, Sea view, Secure parking

4 of 6 filters match

Price per night from

$857

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 40 minutes

4 of 6 match: Walking trips, Boat available, Air conditioning, Satellite TV, Sea view, Secure parking

4 of 6 filters match

Price per night from

$743

Excellent Location - Gulf/Beach View - Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 38 minutes

4 of 6 match: Walking trips, Boat available, Air conditioning, Satellite TV, Sea view, Secure parking

4 of 6 filters match

Price per night from

$344

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Sea view, Secure parking, Walking trips, Air conditioning, Boat available, Satellite TV

4 of 6 filters match

Price per night from

$189

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Satellite TV, Sea view

4 of 6 filters match

Price per night from

$271

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Satellite TV, Sea view

4 of 6 filters match

Price per night from

$160

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Satellite TV, Sea view

4 of 6 filters match

Price per night from

$401

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Satellite TV, Secure parking

4 of 6 filters match

Price per night from

$281

Villa Miami, southern exposure, with boat (optiona

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 37 minutes

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Satellite TV, Secure parking

4 of 6 filters match

Price per night from

$247

Sandy Toes Town Home

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Satellite TV, Secure parking

4 of 6 filters match

Price per night from

$272

“A great tropical escape from our long, dark, dreary, freezing cold Ohio winter!” The house was absolutely perfect for our family of 7! The house was very nice, well-decorated & clean. The spacious layout of the house allowed us to spread out, but also easily be together as a group. The kitchen was especially well equipped. It had every possible cooking item you needed to effortlessly prepare meals or entertain. We were pleasantly surprised to have access to a stocked spice cabinet, unused pantry items and condiments. The beds and linens were of good quality too. The pool area was well-maintained and very nice & was stocked with nice lounge furniture, a dining table & gas grill. The views from the pool area & dock were beautiful. The neighborhood and canal-way were calm & quiet. Because the rental was so nice & relaxing, we didn't mind hanging out at the house & pool all day on the days we opted to skip the beach. Todd and Patricia were very easy to work with and ask questions of as well. We had a wonderful stay! We highly recommend the rental & definitely plan to revisit!

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Satellite TV, Secure parking

4 of 6 filters match

Price per night from

$241

Kokomo Del Sol. Welcome to Paradise.

Tice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Satellite TV, Secure parking

4 of 6 filters match

Price per night from

$447

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

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Air conditioning, Satellite TV, Sea view, Secure parking

4 of 6 filters match

Price per night from

$277

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.

4 of 6 match: Walking trips, Boat available, Air conditioning, Satellite TV, Sea view, Secure parking

4 of 6 filters match

Price per night from

$514

4 of 6 match: Walking trips, Boat available, Air conditioning, Satellite TV, Sea view, Secure parking

4 of 6 filters match

Price per night from

$465

Beautiful Waterfront Condo at Boca Grande North - A Serene, Happy Space!

Little Gasparilla Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Air conditioning, Satellite TV, Sea view, Secure parking

4 of 6 filters match

Price per night from

$406

Venice Immaculate RemodeledHome-2 Bdr/2 Bath-Pool-WIFl&CABLE-2 Miles to Beach

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Boat available, Air conditioning, Satellite TV, Sea view, Secure parking

4 of 6 filters match

Price per night from

$172

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Satellite TV, Sea view

4 of 6 filters match

Price per night from

$401

Villa Hibiscus - Waterfront Luxury Home - Punta Gorda, FL

Punta Gorda house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Satellite TV, Sea view

4 of 6 filters match

Price per night from

$515

Villa Tranquility - Waterfront Luxury Home in Punta Gorda, FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Satellite TV, Sea view

4 of 6 filters match

Price per night from

$589

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 6 match: Boat available, Satellite TV, Sea view, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$160

Viewing 38 of 1,149
rentals in Port Charlotte

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