Vacation Rentals & House Rentals in Port Charlotte

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1,896 house rentals

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$247

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Home in Port Charlotte with pool

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Pool or snooker table, Swimming pool, Smoking allowed

2 of 3 filters match

Price per night from

$144

Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$402

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

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Price per night from

$259

Your Gardens at Beachwalk Winter Retreat

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Absolutely wonderful!!!” Location was perfect. So much to do and see without much driving time. Close to beaches, shopping, grocery stores and the many attractions. Great place to stay. Lovely condo and very nice people. Want to go again asap. The owner is a great lady!!

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

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Price per night from

$84

THE PRESERVE AT WOODS EDGE

Bonita Springs condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

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Price per night from

$135

The Strand in Naples FL

Naples apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

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Price per night from

$189

North Captiva Hidden Beach House with Private Pool

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Everything great about the beach with no crowds” My family loved this experience and will be back! The kids got a kick out of taking the golf cart around and looking for turtles. The house is great and has everything you could possibly need.

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

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Price per night from

$488

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

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Price per night from

$161

River Strand Luxury Condo-Tennis & Golf Community

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

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Price per night from

$86

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$310

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$490

Gorgeous 3 bedroom end-unit condo on golf course!

Lehigh Acres condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

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Price per night from

$86

Harbor House, Luxury Waterfront 3BR/2.5BA GULF ACCESS!

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$287

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

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$183

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$97

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$345

Modern 1st Fl Condo Minutes to Beaches, Pool, WiFi

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$115

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$950

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$235

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$236

Pelican Shores - 2 King Suites - Pool - Jacuzzi

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$263

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$215

Aloha Shores - Pet friendly | Pool | fenced yard

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$197

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$216

Modern Lakerfront Condo! 2x Pools~WiFi~Lanai. By IMG~Beaches~Restaurants~AMI~SRQ

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 11 minutes

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$138

2 of 3 match: Pool or snooker table, Swimming pool, Smoking allowed

2 of 3 filters match

Price per night from

$275

The Hideaway: 4/2 W Heated Pool and Outdoor Spaces, 10 mins to Sarasota Beach

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Pool or snooker table, Swimming pool, Smoking allowed

2 of 3 filters match

Price per night from

$373

2 of 3 match: Pool or snooker table, Swimming pool, Smoking allowed

2 of 3 filters match

Price per night from

$316

Beachfront Condo Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$454

Gorgeous views,spectacular home!

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$632

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.

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$516

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$279

Clean comfort in Sarasota-book now for comfort

Sarasota caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$135

“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

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

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

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$122

A Paradise for Golfers and Tennis players

Bradenton apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 27 minutes

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$139

Responds fast! avg. 54 minutes

2 of 3 match: Smoking allowed, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$268

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