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 Stereo system Walking trips Elevator access Secure parking

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Price per night from

$267

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Elevator access, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$161

4 of 5 match: Elevator access, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$343

4 of 5 match: Stereo system, Walking trips, Air conditioning, Elevator access, Secure parking

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Price per night from

$285

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!

4 of 5 match: Walking trips, Air conditioning, Stereo system, Elevator access, Secure parking

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Price per night from

$184

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 5 match: Elevator access, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$509

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Stereo system, Elevator access, Secure parking

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Price per night from

$410

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Secure parking, Walking trips, Air conditioning, Stereo system, Elevator access

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Price per night from

$144

4 of 5 match: Elevator access, Walking trips, Air conditioning, Stereo system, 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

4 of 5 match: Elevator access, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$218

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 5 match: Walking trips, Air conditioning, Stereo system, 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.

4 of 5 match: Walking trips, Air conditioning, Stereo system, Elevator access, Secure parking

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Price per night from

$516

Responds fast! avg. 54 minutes

3 of 5 match: Stereo system, Elevator access, Walking trips, Air conditioning, Secure parking

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Price per night from

$268

3 of 5 match: Stereo system, 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 5 match: Stereo system, Elevator access, Walking trips, Air conditioning, Secure parking

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Price per night from

$301

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 5 match: Stereo system, Elevator access, Walking trips, Air conditioning, Secure parking

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Price per night from

$431

Almost Heaven

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Elevator access, Air conditioning, Stereo system, Secure parking

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Price per night from

$287

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Elevator access, Air conditioning, Stereo system, Secure parking

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$178

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!

3 of 5 match: Elevator access, Secure parking, Walking trips, Air conditioning, Stereo system

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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!!

3 of 5 match: Elevator access, Secure parking, Walking trips, Air conditioning, Stereo system

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Price per night from

$155

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Walking trips, Elevator access, Air conditioning, Stereo system, Secure parking

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Price per night from

$345

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Stereo system, Secure parking, Walking trips, Air conditioning, Elevator access

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Price per night from

$916

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 5 match: Stereo system, Elevator access, Walking trips, Air conditioning, Secure parking

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Price per night from

$193

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 5 match: Walking trips, Elevator access, Air conditioning, Stereo system, Secure parking

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Price per night from

$206

Million Dollar View in PGI

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 6 minutes

3 of 5 match: Walking trips, Elevator access, Air conditioning, Stereo system, Secure parking

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Price per night from

$144

Holiday Villa Lana Marie is super centrally located

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Nice home away from home” Great place to rest and relax. Easy access to getting around, pool was great, plenty of things to take to the beach available. Used the grill, stove and oven to cook and all worked well. Much of the directions were in German, so we had to dig out the owners manual to figure out how to run everything. I would definitely stay here again.

3 of 5 match: Walking trips, Elevator access, Air conditioning, Stereo system, Secure parking

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Price per night from

$145

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Elevator access, Air conditioning, Stereo system, 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 5 match: Walking trips, Elevator access, Air conditioning, Stereo system, Secure parking

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Price per night from

$455

Five star Downtown Sarasota tropical garden Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Paradise Found in Downtown Sarasota” Absolutely charming, fully redone/ upgraded bungalow close to everything Sarasota has to offer. This was the third year running my wife & I have stayed at the wonderful home located minutes from Sarasota's best beaches, restaurants & shopping. We fully intend to return again next year! The two bedroom home is in pristine condition. Beautifully decorated, lovely hardwood flooring throughout with a fully stocked (appliances, crockery, pots/pans, cutlery, etc...) kitchen & renovated bathroom. Everything you need is provided, just arrive & settle-in. A huge projection screen in the living room, should you want to have an at-home movie night (rental Dvd's a 5-minute walk away @ Publix). There's also a regular flat-screen TV in the living room, as well as a wall-mounted TV in the bedroom. The backyard is, personally, my favourite part of the home. A screen-in lanai to eat in & a beautifully manicured backyard to relax in under the tiki hut or under the palm trees. There are a few seating areas throughout the backyard. Find the space you like the best, sit-back & relax with a cool cocktail- very civilized & very beautiful. You'll feel like you're in the Caribbean, not Florida in this backyard. Maureen & Pat, your hosts who, very conveniently, live right next door have provided everything you need, including all the beach chairs, umbrellas, beach towels, etc...to take along with you to Sarasota's beautiful beaches. Maureen has also provided tons of literature about the area in the house- restaurant menus, local mags, maps- everything. Maureen & Pat are always happy to suggest restaurants, beaches, shopping, golf, etc. They know Sarasota well, are friendly & happy to help in any way they can to ensure you have a wonderful stay. My wife & I can honestly say we love this property, have encountered no negatives about the place in three years of week-long stays & look-forward to our time there each year. We recommend this lovely home to everyone.

3 of 5 match: Walking trips, Elevator access, Air conditioning, Stereo system, Secure parking

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Price per night from

$189

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Stereo system, Air conditioning, Elevator access, Secure parking

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Price per night from

$424

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.

3 of 5 match: Elevator access, Secure parking, Walking trips, Air conditioning, Stereo system

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Price per night from

$166

Villa Kamal, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Elevator access, Secure parking, Walking trips, Air conditioning, Stereo system

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Price per night from

$270

3 of 5 match: Elevator access, Secure parking, Walking trips, Air conditioning, Stereo system

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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!!

3 of 5 match: Elevator access, Secure parking, Walking trips, Air conditioning, Stereo system

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Price per night from

$144

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Stereo system, Air conditioning, Elevator access, Secure parking

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Price per night from

$315

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 5 match: Walking trips, Stereo system, Air conditioning, Elevator access, Secure parking

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Price per night from

$601

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 5 match: Walking trips, Stereo system, Air conditioning, Elevator access, Secure parking

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Price per night from

$315

3 of 5 match: Walking trips, Stereo system, Air conditioning, Elevator access, Secure parking

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Price per night from

$466

Viewing 38 of 1,134
rentals in Port Charlotte

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