Vacation Rentals & House Rentals in Port Charlotte

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1,159 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 Stereo system Safe Sea view Walking trips Secure parking

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Price per night from

$266

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5 of 6 match: Sea view, Walking trips, Air conditioning, Stereo system, Safe, Secure parking

5 of 6 filters match

Price per night from

$343

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.

5 of 6 match: Walking trips, Air conditioning, Stereo system, Safe, Sea view, Secure parking

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Price per night from

$514

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 6 match: Secure parking, Walking trips, Air conditioning, Stereo system, Safe, Sea view

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Price per night from

$401

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Safe, Sea view, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$161

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Stereo system, Safe, Walking trips, Air conditioning, Sea view, Secure parking

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Price per night from

$300

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

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Price per night from

$178

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.

4 of 6 match: Safe, Sea view, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$509

4 of 6 match: Stereo system, Sea view, Walking trips, Air conditioning, Safe, Secure parking

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Price per night from

$138

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

4 of 6 match: Stereo system, Safe, Walking trips, Air conditioning, Sea view, Secure parking

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Price per night from

$430

4 of 6 match: Stereo system, Safe, Walking trips, Air conditioning, Sea view, Secure parking

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Price per night from

$284

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

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Price per night from

$344

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Safe, Sea view, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$218

4 of 6 match: Safe, Sea view, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$508

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!!

4 of 6 match: Sea view, Secure parking, Walking trips, Air conditioning, Stereo system, Safe

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Price per night from

$155

4 of 6 match: Safe, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

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Price per night from

$144

“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: Safe, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

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Price per night from

$144

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

4 of 6 filters match

Price per night from

$409

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

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Price per night from

$337

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

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

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Price per night from

$454

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, Safe, Air conditioning, Stereo system, Sea view, Secure parking

4 of 6 filters match

Price per night from

$344

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Safe, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 filters match

Price per night from

$161

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 6 match: Safe, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 filters match

Price per night from

$401

Three Bedroom 3 Bath Waterfront Vacation Rental

Cape Coral condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

4 of 6 filters match

Price per night from

$464

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.

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

4 of 6 filters match

Price per night from

$189

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

4 of 6 filters match

Price per night from

$319

2/3 bedroom salt water- heated pool home!

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

4 of 6 filters match

Price per night from

$281

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Stereo system, Secure parking, Walking trips, Air conditioning, Safe, Sea view

4 of 6 filters match

Price per night from

$271

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Sea view, Secure parking, Walking trips, Air conditioning, Stereo system, Safe

4 of 6 filters match

Price per night from

$201

Villa Hibiscus - Waterfront Luxury Home - Punta Gorda, FL

Punta Gorda house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 6 match: Safe, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 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

4 of 6 match: Safe, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 filters match

Price per night from

$590

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, Stereo system, Air conditioning, Safe, Sea view, Secure parking

4 of 6 filters match

Price per night from

$277

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, Stereo system, Air conditioning, Safe, Sea view, Secure parking

4 of 6 filters match

Price per night from

$407

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, Stereo system, Air conditioning, Safe, Sea view, Secure parking

4 of 6 filters match

Price per night from

$172

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

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

4 of 6 filters match

Price per night from

$121

Port Charlotte 3 bedroom, 2 bathroom heated pool villa

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

4 of 6 filters match

Price per night from

$99

Lake Kennedy charming Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Air conditioning, Stereo system, Safe, Secure parking

4 of 6 filters match

Price per night from

$298

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 6 match: Walking trips, Secure parking, Air conditioning, Stereo system, Safe, Sea view

4 of 6 filters match

Price per night from

$241

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rentals in Port Charlotte

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