Vacation Rentals & House Rentals in Port Charlotte

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1,881 house rentals

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Cot available Swimming pool Secure parking Smoking allowed

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Price per night from

$149

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3 of 4 match: Cot available, Swimming pool, Secure parking, Smoking allowed

3 of 4 filters match

Price per night from

$276

3 of 4 match: Cot available, Swimming pool, Secure parking, Smoking allowed

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Price per night from

$458

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Secure parking

3 of 4 filters match

Price per night from

$476

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Secure parking

3 of 4 filters match

Price per night from

$189

Bonita Beach Villa, private heatable pool, close to beaches,

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Secure parking

3 of 4 filters match

Price per night from

$287

Del Boca Vista

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Secure parking

3 of 4 filters match

Price per night from

$206

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Cot available, Swimming pool, Secure parking, Smoking allowed

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Price per night from

$157

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Secure parking

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Price per night from

$179

Corallo House

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Secure parking

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Price per night from

$242

Sunsets from the Lanai. Luxury Villa with Heated

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Outstanding place for a great vacation!” I thoroughly enjoyed my stay. The home was decorated beautifully and very conducive to a relaxing vacation. All the amenities of home. We could either relax by the pool overlooking the canal, or a quick drive to the beach, great restaurants and shopping. The welcome note and bottle of wine was a very classy touch. I will definitely be back. Thank-You!

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Secure parking

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Price per night from

$308

Sunrise from Lanai, heated pool, hot tub & White Sandy Beach

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Secure parking

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Price per night from

$343

“A great tropical escape from our long, dark, dreary, freezing cold Ohio winter!” The house was absolutely perfect for our family of 7! The house was very nice, well-decorated & clean. The spacious layout of the house allowed us to spread out, but also easily be together as a group. The kitchen was especially well equipped. It had every possible cooking item you needed to effortlessly prepare meals or entertain. We were pleasantly surprised to have access to a stocked spice cabinet, unused pantry items and condiments. The beds and linens were of good quality too. The pool area was well-maintained and very nice & was stocked with nice lounge furniture, a dining table & gas grill. The views from the pool area & dock were beautiful. The neighborhood and canal-way were calm & quiet. Because the rental was so nice & relaxing, we didn't mind hanging out at the house & pool all day on the days we opted to skip the beach. Todd and Patricia were very easy to work with and ask questions of as well. We had a wonderful stay! We highly recommend the rental & definitely plan to revisit!

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Secure parking

3 of 4 filters match

Price per night from

$241

Florida Golf Vacation Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Secure parking

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Price per night from

$338

3 of 4 match: Secure parking, Cot available, Swimming pool, Smoking allowed

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Price per night from

$247

Amazing Waterfront Home with a Pool and a View!

Fort Myers Beach townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Secure parking, Smoking allowed, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$404

Fort Myers, Lake View, 2Br $ 2BA, Best Beaches

Iona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$81

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

Responds fast! avg. 2 hours 0 minutes

2 of 4 match: Secure parking, Smoking allowed, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$2,856

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$573

Pet friendly newly renovated 3 bedroom home

Lehigh Acres house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Swimming pool, Secure parking, Smoking allowed

2 of 4 filters match

Price per night from

$82

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 38 minutes

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$243

Island Attitude 2/2 beach condo

Manasota Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$318

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 31 minutes

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$231

Beautiful 3 bedroom condo in Naples

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 30 minutes

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$173

Watercolor Sunsets with Lake View

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$162

**Upscale LGI Experience** Private Bayfront Condo

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$347

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$231

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$182

Walk to Beach, private condo with pool

Holmes Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$243

Vanderbilt beach retreat

North Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$208

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

Port Charlotte house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$657

Villa on Golf Course w/ Pool Access near Sebring Raceway

Sebring villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$173

Beach Haven

North Naples condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$213

Margarita Mary’s

Iona caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$114

Friends and Family close to beaches and more

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$126

“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 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$434

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 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$287

Paradise Found

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$252

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