Vacation Rentals & House Rentals in Port Charlotte

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898 house rentals

“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!

Match: Cot available Boat available Swimming pool Secure parking

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Price per night from

$241

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Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

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

3 of 4 filters match

Price per night from

$144

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: Boat available, Cot available, Swimming pool, Secure parking

3 of 4 filters match

Price per night from

$190

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: Boat available, Cot available, Swimming pool, Secure parking

3 of 4 filters match

Price per night from

$178

Florida Golf Vacation Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$339

Apartment Butterfly in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

3 of 4 filters match

Price per night from

$299

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$283

Villa Miami, southern exposure, with boat (optiona

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 7 minutes

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

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Price per night from

$248

Sandy Toes Town Home

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

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

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Price per night from

$273

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.

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

3 of 4 filters match

Price per night from

$510

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

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

3 of 4 filters match

Price per night from

$267

Kokomo Del Sol. Welcome to Paradise.

Tice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$448

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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

3 of 4 filters match

Price per night from

$1,148

The Perfect Waterfront Vacation House - Relax or Play

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Great vacation home” Really enjoyed my stay, all amenities, great pool and pool table. Easy check in and out. Will rent again. The owner was always accessible.

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

3 of 4 filters match

Price per night from

$345

Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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

3 of 4 filters match

Price per night from

$1,148

Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$976

House Sunny Splash in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$362

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: Boat available, Secure parking, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$2,857

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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

2 of 4 filters match

Price per night from

$574

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, Boat available, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$241

“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, Boat available, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$435

Island Attitude 2/2 beach condo

Manasota Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

2 of 4 filters match

Price per night from

$316

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$230

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

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

2 of 4 filters match

Price per night from

$345

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$181

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, Boat available, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$656

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, Boat available, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$287

Country Oasis Heated Pool with private boat access to Peace River

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$316

Paradise Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$546

Townhouse in Resort Community of Gran Paradiso

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$238

Tropical House in Bokeelia w/pool, dock access to the Gulf of Mexico

Bokeelia house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$494

Just another day in paradise! Sunrise condominiums!

Bee Ridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$115

Beautiful Waterfront with Heated Pool & Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$316

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

2 of 4 filters match

Price per night from

$402

Luxury Villa Emerald Coast

Cape Coral villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$493

Sunshine Paradise with a heated pool, game room, minutes to the beach

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

2 of 4 filters match

Price per night from

$330

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