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 Satellite TV Walking trips Elevator access Secure parking

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Price per night from

$267

Match: Air conditioning Satellite TV Walking trips Elevator access Secure parking

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Price per night from

$285

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4 of 5 match: Elevator access, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$343

Responds fast! avg. 54 minutes

4 of 5 match: Elevator access, Walking trips, Air conditioning, Satellite TV, Secure parking

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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 5 match: Elevator access, Walking trips, Air conditioning, Satellite TV, 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 5 match: Elevator access, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$510

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 5 match: Elevator access, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$431

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: Elevator access, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$193

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, Satellite TV, Elevator access, Secure parking

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Price per night from

$184

4 of 5 match: Elevator access, Walking trips, Air conditioning, Satellite TV, 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, Satellite TV, Secure parking

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Price per night from

$218

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Secure parking, Walking trips, Air conditioning, Satellite TV, Elevator access

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Price per night from

$916

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Elevator access, Secure parking

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Price per night from

$424

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, Satellite TV, Elevator access

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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 5 match: Walking trips, Air conditioning, Satellite TV, Elevator access, Secure parking

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Price per night from

$410

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.

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Elevator access, Secure parking

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Price per night from

$603

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Elevator access, Secure parking

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Price per night from

$315

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, Satellite TV, Elevator access, Secure parking

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Price per night from

$344

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Elevator access, Secure parking

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Price per night from

$315

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, Satellite TV, Elevator access, Secure parking

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Price per night from

$515

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Elevator access, Secure parking

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Price per night from

$114

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Elevator access, Secure parking

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Price per night from

$466

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Secure parking, Walking trips, Air conditioning, Satellite TV, Elevator access

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Price per night from

$272

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Satellite TV, Elevator access, Walking trips, Air conditioning, Secure parking

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Price per night from

$161

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Elevator access, Secure parking

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Price per night from

$172

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Elevator access, Secure parking

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Price per night from

$277

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Elevator access, Secure parking

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Price per night from

$178

Pet friendly newly renovated 3 bedroom home

Lehigh Acres house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Elevator access, Air conditioning, Satellite TV, Secure parking

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Price per night from

$82

3 of 5 match: Satellite TV, Elevator access, Walking trips, Air conditioning, Secure parking

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Price per night from

$138

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 5 match: Walking trips, Elevator access, Air conditioning, Satellite TV, Secure parking

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Price per night from

$574

“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!

Responds fast! avg. 2 hours 32 minutes

3 of 5 match: Walking trips, Elevator access, Air conditioning, Satellite TV, Secure parking

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Price per night from

$435

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Walking trips, Elevator access, Air conditioning, Satellite TV, Secure parking

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Price per night from

$230

3 of 5 match: Walking trips, Elevator access, Air conditioning, Satellite TV, Secure parking

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Price per night from

$230

Lovely 2 Bedroom Home near the Beach

Cape Coral house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 36 minutes

3 of 5 match: Walking trips, Elevator access, Air conditioning, Satellite TV, Secure parking

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Price per night from

$167

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Elevator access, Air conditioning, Satellite TV, Secure parking

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Price per night from

$180

Modern Mansion with Private Arcade: Pool, Views & Space for 15 Guests!

Port Charlotte house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 5 match: Walking trips, Elevator access, Air conditioning, Satellite TV, Secure parking

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Price per night from

$654

SIestaKeyBNB

Gulf Gate Estates house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 5 match: Walking trips, Elevator access, Air conditioning, Satellite TV, Secure parking

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Price per night from

$241

Siesta Key/Derby Bay

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.

3 of 5 match: Walking trips, Elevator access, Air conditioning, Satellite TV, Secure parking

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Price per night from

$287

Viewing 38 of 1,128
rentals in Port Charlotte

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