Vacation Rentals & House Rentals in Port Charlotte

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897 house rentals

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Cot available Swimming pool Elevator access Secure parking

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Price per night from

$178

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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: Elevator access, Cot available, Swimming pool, Secure parking

3 of 4 filters match

Price per night from

$189

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$424

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$409

“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: Elevator access, 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: Elevator access, Cot available, Swimming pool, Secure parking

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Price per night from

$338

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

3 of 4 filters match

Price per night from

$284

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 4 match: Cot available, Swimming pool, Elevator access, Secure parking

3 of 4 filters match

Price per night from

$602

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$314

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

3 of 4 filters match

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.

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

3 of 4 filters match

Price per night from

$514

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, Swimming pool, Elevator access, Secure parking

3 of 4 filters match

Price per night from

$266

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

3 of 4 filters match

Price per night from

$465

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

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

3 of 4 filters match

Price per night from

$114

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

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$277

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$172

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. 1 hour 59 minutes

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

2 of 4 filters match

Price per night from

$2,850

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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

2 of 4 filters match

Price per night from

$573

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, Elevator access, Swimming pool, Secure parking

2 of 4 filters match

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.

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

2 of 4 filters match

Price per night from

$287

“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, Elevator access, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$434

Island Attitude 2/2 beach condo

Manasota Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

2 of 4 filters match

Price per night from

$315

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$229

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

2 of 4 filters match

Price per night from

$229

**Upscale LGI Experience** Private Bayfront Condo

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

2 of 4 filters match

Price per night from

$344

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, Elevator access, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$654

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$180

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!

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

2 of 4 filters match

Price per night from

$184

Luxury Villa Emerald Coast

Cape Coral villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$492

Paradise Retreat

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$544

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, Elevator access, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$315

Beautiful Waterfront with Heated Pool & Gulf Access

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$315

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, Elevator access, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$329

Townhouse in Resort Community of Gran Paradiso

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$237

Just another day in paradise! Sunrise condominiums!

Bee Ridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$115

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

2 of 4 filters match

Price per night from

$401

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, Elevator access, Swimming pool, Secure parking

2 of 4 filters match

Price per night from

$493

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

2 of 4 filters match

Price per night from

$144

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