Vacation Rentals & House Rentals in Port Charlotte

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1,876 house rentals

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Cot available Swimming pool Smoking allowed Car not required

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Price per night from

$149

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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: Smoking allowed, Cot available, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$1,150

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$1,150

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

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Cot available, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$978

Key West Flair

Sanibel condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Cot available, Swimming pool, Smoking allowed, Car not required

3 of 4 filters match

Price per night from

$312

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, Car not required

3 of 4 filters match

Price per night from

$178

3 of 4 match: Car not required, Cot available, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$248

Amazing Waterfront Home with a Pool and a View!

Fort Myers Beach townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Smoking allowed, Car not required, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$403

Your home in Bonita Springs!

Bonita Springs apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Love the condo!” We are absolutely thrilled with the place. Your pictures don't do it justice. Because of past experience, we brought our pepper grinder and a few "specialty" utensils; however, you are so well equipped we could have left them all at home!! And we absolutely love your lanai. There is so much room out there. And plenty of seating too. We enjoyed a glass of wine outside tonight. Everything looks great. Spotlessly clean and beautifully decorated. We are both looking forward to some sun and warmth, some cycling and tennis. Thanks for the use of the bikes. And having extra rackets is great. You were right even the sofa bed is very comfortable. Your place is so convenient to everything. Just wanted to let you know we love your place!!

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$190

Beach house for rent in siesta key beach.

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 0 minutes

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$1,006

Condo wOcean view on Siesta

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$403

Glorious Daze 4bedroom/4bath beachfront home with golf cart & elevator!

Holmes Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$1,380

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: Smoking allowed, Car not required, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$2,846

Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$598

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$432

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$862

Anna Maria Island Vacation Rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$167

Jamaica Royal Villas - Villa 42; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$241

Beachfront Condo With Weekly Rentals

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Estero Sands was PERFECT!!” Estero Sands was a great place for our family! We've stayed in Ft. Myers many times and this stay was one of the best. The owners that were on site were very nice. The grounds were very well kept. Literally steps to the beach!!! Loved it!!

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$328

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$927

LUXURY UPDATED “BEACHFRONT”, Riviera Club Fort Myers Beach, SUNSET VIEWS!!!!!!!!

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$230

Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$574

Captiva Waterfront Luxury Home Rental

Captiva Island house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$1,725

Luxurious Condo Directly on Gulf Steps to Sand!

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$345

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$517

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$264

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$321

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$321

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$411

Limefish

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$2,070

FantaSea

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$1,495

“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!!

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$144

Fort Myers Beach 1st Floor

Fort Myers Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 11 minutes

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$138

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$334

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$259

2 Bedroom Penthouse Sanibel Gulf Front Condo

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect” Absolutely perfect experience! The view was amazing, the condo exquisitely decorated, and the weather cooperated throughout the week! I have rented many condos at Pointe Santo, and this one is definitely a 5 star! We will be back! Thank you, Renee, for being so easy to work with and more importantly, for sharing your lovely condo!

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$353

Cathy's Crescent Condos-Siesta Key, FL GULF FRONT

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$316

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Cot available, Smoking allowed, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$102

Viewing 38 of 1,876
rentals in Port Charlotte

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