Vacation Rentals & House Rentals in Port Charlotte

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864 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: Climbing frame Shared outdoor pool (heated) Pool or snooker table Swing set or jungle gym Swimming pool

All filters match

Price per night from

$266

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Responds fast! avg. 54 minutes

4 of 5 match: Climbing frame, Shared outdoor pool (heated), Pool or snooker table, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$268

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$258

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$161

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$490

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

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$183

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Climbing frame, Pool or snooker table, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$104

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!

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$453

Clean comfort in Sarasota-book now for comfort

Sarasota caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 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

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$246

Peaceful, Private, Paradise in Englewood. House with heated pool

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$258

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$109

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$114

3111 Riverhouse Prince - Stunning Riverfront

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Climbing frame, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$253

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 5 match: Climbing frame, Pool or snooker table, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$1,147

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Climbing frame, Pool or snooker table, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$161

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Climbing frame, Pool or snooker table, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$178

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

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

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$435

4 minute flip flop walk to the beach! Starfish 2/2

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$339

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$144

Bright Clean Happy Vacation Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$115

Island Attitude 2/2 beach condo

Manasota Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$316

Luxury Waterfront Views/Pool/1400sf/2 min to Beach

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 32 minutes

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$340

Country club life with lakewiew

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$210

Siesta Key Gulf View Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 33 minutes

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$448

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$230

Gorgeous 2nd story 2B condo with vaulted ceiling & leather furniture

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$230

**Upscale LGI Experience** Private Bayfront Condo

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$344

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$230

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$180

Frangi Pani at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$490

Relaxing and quite apartment in a great location

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$190

Best of both worlds! Fish in bay or go to beach!

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Modern place in an awesome location” My family really enjoyed our time at this place. It was very clean, a convenient end unit, and close to the beautiful beach. Having the Intracoastal and pool was great, too. Being fully stocked and 2 TVs was a welcome surprise. Thanks for a great stay!

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$229

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

Port Charlotte house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$655

Beach Vacation rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$247

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.

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$287

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 5 match: Climbing frame, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$928

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