Vacation Rentals & House Rentals in Port Charlotte

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1,136 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 Sea view Pool or snooker table Walking trips 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 6 match: Boat available, Sea view, Walking trips, Air conditioning, Pool or snooker table, Secure parking

4 of 6 filters match

Price per night from

$161

Responds fast! avg. 54 minutes

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Pool or snooker table, Secure parking

4 of 6 filters match

Price per night from

$268

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Boat available, Pool or snooker table, Walking trips, Air conditioning, Sea view, Secure parking

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Price per night from

$301

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: Sea view, Pool or snooker table, Walking trips, Air conditioning, Boat available, Secure parking

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Price per night from

$510

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 6 match: Sea view, Pool or snooker table, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$193

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: Boat available, Pool or snooker table, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$431

4 of 6 match: Boat available, Pool or snooker table, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$285

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, Sea view, Pool or snooker table, Secure parking

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Price per night from

$516

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 6 match: Pool or snooker table, Secure parking, Walking trips, Air conditioning, Boat available, Sea view

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Price per night from

$916

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 6 match: Boat available, Sea view, Secure parking, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$235

Blue Lagoon - built in 2020 - Pool/Spa/Sunshelf

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Boat available, Sea view, Secure parking, Walking trips, Air conditioning, Pool or snooker table

3 of 6 filters match

Price per night from

$215

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Boat available, Sea view, Secure parking, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$216

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 6 match: Boat available, Sea view, Secure parking, Walking trips, Air conditioning, Pool or snooker table

3 of 6 filters match

Price per night from

$155

White Sands | Modern Lakefront | Golf Course View | Pool | Spa

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Boat available, Sea view, Secure parking, Walking trips, Air conditioning, Pool or snooker table

3 of 6 filters match

Price per night from

$236

Aloha Shores - Pet friendly | Pool | fenced yard

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Boat available, Sea view, Secure parking, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$197

3 of 6 match: Boat available, Sea view, Pool or snooker table, Walking trips, Air conditioning, Secure parking

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Price per night from

$344

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Pool or snooker table, Secure parking

3 of 6 filters match

Price per night from

$183

3 of 6 match: Boat available, Sea view, Pool or snooker table, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$138

“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Pool or snooker table, Secure parking

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Price per night from

$246

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

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Pool or snooker table, Secure parking

3 of 6 filters match

Price per night from

$122

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Pool or snooker table, Secure parking

3 of 6 filters match

Price per night from

$114

Beautiful 3 Bedroom 2 Bath Home in a Resort-like Community

North Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Pool or snooker table, Secure parking

3 of 6 filters match

Price per night from

$75

Cape Golf Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Pool or snooker table, Secure parking

3 of 6 filters match

Price per night from

$339

3 of 6 match: Boat available, Sea view, Pool or snooker table, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

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

3 of 6 match: Boat available, Sea view, Pool or snooker table, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$218

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 6 match: Walking trips, Sea view, Pool or snooker table, Air conditioning, Boat available, Secure parking

3 of 6 filters match

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 6 match: Walking trips, Sea view, Pool or snooker table, Air conditioning, Boat available, Secure parking

3 of 6 filters match

Price per night from

$144

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 6 match: Walking trips, Sea view, Secure parking, Air conditioning, Boat available, Pool or snooker table

3 of 6 filters match

Price per night from

$490

3 of 6 match: Walking trips, Boat available, Pool or snooker table, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$350

“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 6 match: Boat available, Pool or snooker table, Secure parking, Walking trips, Air conditioning, Sea view

3 of 6 filters match

Price per night from

$144

3 of 6 match: Boat available, Pool or snooker table, Secure parking, Walking trips, Air conditioning, Sea view

3 of 6 filters match

Price per night from

$144

Brand new villa with heated pool for swimmers

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Sea view, Pool or snooker table, Secure parking, Walking trips, Air conditioning, Boat available

3 of 6 filters match

Price per night from

$190

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 6 match: Walking trips, Boat available, Pool or snooker table, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$603

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Pool or snooker table, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$607

Fanta-Sea 49: By Beachside Management

Siesta Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

3 of 6 match: Walking trips, Boat available, Pool or snooker table, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$860

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Pool or snooker table, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$630

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

3 of 6 match: Walking trips, Boat available, Pool or snooker table, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$745

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