Vacation Rentals & House Rentals in Port Charlotte

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1,137 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 Boat available Stereo system Walking trips Secure parking

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Price per night from

$265

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.

Match: Air conditioning Boat available Stereo system Walking trips Secure parking

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Price per night from

$507

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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: Boat available, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$160

4 of 5 match: Boat available, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$341

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

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Stereo system, Walking trips, Air conditioning, Boat available, Secure parking

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Price per night from

$192

4 of 5 match: Boat available, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$506

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Boat available, Walking trips, Air conditioning, Stereo system, 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 5 match: Walking trips, Air conditioning, Boat available, Stereo system, 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 5 match: Walking trips, Air conditioning, Boat available, Stereo system, Secure parking

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Price per night from

$143

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Boat available, Stereo system, Secure parking

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Price per night from

$283

Villa Miami, southern exposure, with boat (optiona

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 7 minutes

4 of 5 match: Walking trips, Air conditioning, Boat available, Stereo system, Secure parking

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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 5 match: Walking trips, Air conditioning, Boat available, Stereo system, Secure parking

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Price per night from

$271

“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 5 match: Walking trips, Air conditioning, Boat available, Stereo system, Secure parking

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Price per night from

$240

Responds fast! avg. 54 minutes

3 of 5 match: Boat available, Stereo system, Walking trips, Air conditioning, Secure parking

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Price per night from

$266

3 of 5 match: Boat available, Stereo system, Walking trips, Air conditioning, Secure parking

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Price per night from

$137

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Boat available, Stereo system, Walking trips, Air conditioning, Secure parking

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Price per night from

$299

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: Boat available, Stereo system, Walking trips, Air conditioning, Secure parking

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Price per night from

$428

Almost Heaven

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$286

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$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: Boat available, 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: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system

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Price per night from

$154

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Walking trips, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$343

3 of 5 match: Boat available, Stereo system, Walking trips, Air conditioning, Secure parking

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Price per night from

$283

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, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$336

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, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$144

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 5 match: Walking trips, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$183

****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, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$452

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, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$189

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$408

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system

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Price per night from

$143

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: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system

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Price per night from

$165

Villa Kamal, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system

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Price per night from

$268

3 of 5 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system

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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!!

3 of 5 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system

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Price per night from

$143

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Stereo system, Secure parking, Walking trips, Air conditioning, Boat available

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Price per night from

$189

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, Boat available

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Price per night from

$916

Three Bedroom 3 Bath Waterfront Vacation Rental

Cape Coral condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$462

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 5 match: Walking trips, Boat available, Air conditioning, Stereo system, Secure parking

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Price per night from

$189

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