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 Sea view Swing set or jungle gym Walking trips Secure parking

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Price per night from

$266

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Responds fast! avg. 54 minutes

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Swing set or jungle gym, 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, Swing set or jungle gym, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$302

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, Swing set or jungle gym, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$511

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, Swing set or jungle gym, 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, Swing set or jungle gym, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$432

4 of 6 match: Boat available, Swing set or jungle gym, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$284

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 6 match: Swing set or jungle gym, Secure parking, Walking trips, Air conditioning, Boat available, Sea view

4 of 6 filters match

Price per night from

$920

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 6 match: Walking trips, Secure parking, Air conditioning, Boat available, Sea view, Swing set or jungle gym

4 of 6 filters match

Price per night from

$1,150

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Swing set or jungle gym, Secure parking

3 of 6 filters match

Price per night from

$107

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 6 match: Boat available, Sea view, Swing set or jungle gym, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$161

3 of 6 match: Boat available, Sea view, Swing set or jungle gym, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$344

3 of 6 match: Boat available, Sea view, Swing set or jungle gym, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$138

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Swing set or jungle gym, Secure parking

3 of 6 filters match

Price per night from

$115

3 of 6 match: Boat available, Sea view, Swing set or jungle gym, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$510

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, Swing set or jungle gym, 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, Swing set or jungle gym, 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, Swing set or jungle gym, Air conditioning, Boat available, Secure parking

3 of 6 filters match

Price per night from

$144

"Everglades Breath"3bed 2 b ,BBQ, Kayaks, 30 jets Hot tub

Port Charlotte villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Sea view, Secure parking, Air conditioning, Boat available, Swing set or jungle gym

3 of 6 filters match

Price per night from

$271

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, 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, Swing set or jungle gym, Secure parking, Walking trips, Air conditioning, Sea view

3 of 6 filters match

Price per night from

$144

3 of 6 match: Boat available, Swing set or jungle gym, 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, Swing set or jungle gym, 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, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$604

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$632

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$781

Lookout: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$747

Fanta-Sea 49: By Beachside Management

Siesta Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$858

Excellent Location - Gulf/Beach View - Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 38 minutes

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$344

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$778

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$629

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$686

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$755

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Swing set or jungle gym, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$858

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