
Holiday rentals with a pool in Charlotte County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Charlotte County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Gorgeous Sunset Views at New Canal Oasis Pool/Spa
Revel in the waterfront luxury at this stunning 3-bedroom 2 bath vacation rental in Punta Gorda! Imagine your private paradise, boasting canal views this home is the perfect coastal getaway. Spectacular sunsets are an everyday occurrence. Beat the heat with a cocktail on the patio, soak up the sun while lounging by the pool, or sit on the dock and feel the cool breeze. Enjoy the hot tub while watching your favorite sporting event. Experience the vacation of a lifetime in this beautiful haven.

Escape to Casa Blu- private pool, minutes to beach
Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

Tropical getaway Pool and tiki bar
1)Beautiful newer build house on 2 acres 1800sq/ft with 3 BR and 2 bath sleeps up to 8. 2)Has a large above ground pool 18' x 33' and a large fish pond and outdoor bar/BBQ and tropical landscape parking for 4 cars. 3)15mins drive from downtown Punta Gorda with lots of great restaurants little shops and bars with live music and much more, 7mins drive closest store winn-dixie. 4)10 mins drive to Punta Gorda airport. Located in a peaceful neighborhood with large oak trees on a dead end street.

Jaw-Dropping Waterfront Sunset Views and Gameroom!
Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!

Peaceful Port Charlotte 2Bd/2Ba on water
Are you ready to unwind with your friends, partner or the entire family? Look no further than the Comfy Conway. It is close to restaurants, beaches, family-friendly activities and peaceful spots to re-energize. Whether here for business or pleasure, your stay will exceed expectations. I take great pride in making sure guests are comfortable and well taken care of. Stay and enjoy the house amenities or venture out to the great amenities offered by the beautiful surrounding Port Charlotte area.

Harbors edge Retreat- no fee for heated pool
Experience waterfront luxury with an updated heated pool, spacious lanai, and pool deck in this updated home with a split floor plan in a tranquil neighborhood. Conveniently close to activities and superb local restaurants, don't miss the breathtaking sunrises and sunsets! Experience the ultimate in relaxation with our newly remodeled Pebble Tec custom-tiled pool. Heated at no extra cost, indulge in a soothing swim anytime, perfect relaxation year-round. Bikes and helmets are provided.

Heated Saltwater Pool Near Sarasota Fort Myers
Private heated saltwater pool oasis. Florida nature but only 10 minutes from shops and restaurants. In a great location to explore many of the Gulf Coast beaches! Easy drive to Siesta Key, Lido Key, Venice Beach, Nokomis Beach, Englewood Beach, Fishermans Village in Punta Gorda, Sunseekers resort, Boca Grande, Fort Myers, Naples, Anna Maria Island. Enjoy exploring and coming back to large tv for movie night outdoors. Toast marshmallows on the fire table. Enjoy a dip in the saltwater pool

Canal front, gulf access, pool, spa, game room
Welcome to Harbor Breeze Gulfstream, a 3/3 waterfront retreat designed for relaxation, fishing & boating. Perfectly situated just a 5-minute walk from Charlotte Beach Park & Marina, this cute home comfortably accommodates 6 to 9 guests, making it perfect for families, couples, or friends seeking a sun-soaked getaway on Florida’s Gulf Coast and to enjoy of the many amenities such as the BBQ grill, Game Room, Pool, Spa & Fire pit. Bring your boat or rent it and get ready for the adventure.

Incredible Water View! Heated/Salt/Sun filled pool
Newly remodeled home that is designed for family entertaining and relaxation. The open layout allows for enjoyment of the constant waterfront breezes while relaxing with family, taking a swim in the pool or watching the manatees lounge in the canal that has direct access to Charlotte Harbor and the Gulf. The home is located within the Burnt Store Isles golf community (Twin Isles Country Club, 3 minute drive) with nearby shopping centers, Fisherman’s Village and downtown Punta Gorda.

Elegant heated pool canal home in very quiet area.
Great location! Bring your dog, bring your boat and enjoy the Florida sun in your heated saltwater swimming pool. Fish off your private dock while watching for dolphins or manatee. You can meet the rest of the opacarophiles who walk to the beach to view the sunset. Relax in the jacuzzi with your favorite beverage. NOTE: Beach is sandy but the water is BRACKISH, not clear. This is mostly a retirement neighborhood. This is NOT a party house and not suitable for unattended children.

Peaceful waterfront home
Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Amazing Peace River Views
House is a 2 bed, 2 bath layout. The Master bed is a king bed and the guest bedroom is a queen. Both bedrooms have walks in closets with easy and convenient shelving and built in hampers. The laundry is stocked with liquid soap and fragrance free powder with fast efficient machines. There are speakers in the house, lanai and pergola. You will be able to control them via your phone. There is a desk work area with extra monitor for laptops and a printer for your use.
Popular amenities for Charlotte County rentals with a pool
House rentals with a pool

Waterfront Pool Home South Gulf Cove, Pt Charlotte

Tip Top tip lot

Canal Home w/ Escape Room, Pool & Dock, Pets OK

Sunny South-Facing Heated Pool & Spa on Lake

Private Heated Pool + Swim-Up Bar • Mins to Beach

Canal Cove Retreat

Luxury long waterview w/pool-kayaks-clubs-bikes!

Paradise Palms | Private Pool | 10 min to Beach
Apartment rentals with a pool

Sunset Beach

Entire Beachside Condo! Don’t worry Beach Happy!

Studio, pool, private beach, boat dock shark teeth

A little slice of paradise

Beach Bliss Retreat on Manasota Key - Ocean View

Boardwalk Beachfront Getaway

Island Getaway Pool-Ferry-Grocery Delivery Incl.

Beautiful Beaches at LGI Hideaway • Golf Cart
Other holiday rentals with a pool

Serenity@Punta Gorda Isles-Pool, Fish, Bike

Heated Pool & Spa | Venice Retreat | 2.6 mi Beach

Tropical Retreat! Hot tub, pool, Kayak, pool table

3 Bedroom Home | Heated Pool | Close to Beaches

Rc2, water front home with pool and fishing dock

Turtle Bay - minutes to Boca Grande!

Feels Like Home - w/ Heated Pool Book Now!

Modern Canalfront Escape in Port Charlotte Florida
Destinations to explore
- Townhouse rentals Charlotte County
- Rentals with an EV charger Charlotte County
- Waterfront rentals Charlotte County
- Guest house rentals Charlotte County
- Holiday home rentals Charlotte County
- Private suite rentals Charlotte County
- Pet-friendly rentals Charlotte County
- Hotel rooms Charlotte County
- Rentals with outdoor seating Charlotte County
- Rentals with an accessible-height toilet Charlotte County
- Rentals with a hot tub Charlotte County
- Fitness-friendly rentals Charlotte County
- Rentals with a fireplace Charlotte County
- Family-friendly rentals Charlotte County
- Flat rentals Charlotte County
- Motorhome rentals Charlotte County
- Apartment rentals Charlotte County
- Rentals with a kayak Charlotte County
- Rentals with a patio Charlotte County
- Rentals with beach access Charlotte County
- Rentals with a firepit Charlotte County
- Rentals with a washing machine and dryer Charlotte County
- Beachfront rentals Charlotte County
- Rentals with breakfast Charlotte County
- Villa rentals Charlotte County
- Rentals with lake access Charlotte County
- House rentals Charlotte County
- Rentals with pools Florida
- Rentals with pools United States
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Tiny House Siesta
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Lakewood National Golf Club
- Myakka River State Park
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Clam Pass Park
- Marie Selby Botanical Gardens
- Blind Pass Beach
- North Jetty Beach
- Florida Gulf Coast University
- South Jetty Beach
- Boca Grande Pass
- Edison & Ford Winter Estates
- Stonebridge Country Club
- Esplanade Golf & Country Club of Naples




