
Vacation 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.

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.

XL Pool~Private Yard~Striking Sunsets~Outdoor tv
Welcome to Golf Cove Paradise ☀️ A peaceful resort style outdoor space + private + oversized solar heated pool creates a perfect vacation oasis. Covered lanai = shade. BBQ & watch your favorite sports on 55” outdoor tv. Walk the golf cart paths, swim laps, get a tan, read a book, play music & games, sip on tropical drinks & float all your cares away. Pretty sunsets overlooking a golf course setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

Gulf front romantic cottage in paradise
Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Luxury Canal Retreat Pool Dock Gulf Access Sunsets
Welcome to Paradise with 4 Bedroom/3 full Baths on Punta Gorda Isles. Two Master suites! Great for multiple couples (no parties!). Enjoy the Private Pool, Dock, Fish, Enjoy the enclosed Lanai - Absolutely a Prime Canal Location! Tie your boat up to the dock and live in Paradise! This luxurious home has a large open floor plan, brick paver driveway for two vehicles, gorgeous tile roof, all enclosed pool cage, and granite countertops. Easy Access to Boating, Fishing & Other Outdoor Activities.

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.

Coastal Getaway – 3bed/2bath With a Pool
This 3-bed, 2 bath house is spacious, open and tastefully decorated in a coastal theme. House is on large corner lot with a fenced back yard. The screened lanai/pool area has a barbeque and comfortable outdoor furniture. The house can sleep 6 comfortably. One well behaved dog under 40 lbs allowed. The house has an open and split bedroom floor plan with the master suite on one side of house and two attractive bedrooms on the opposite side of the house that share a shower and jacuzzi tub.

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.

Gulfstream Villa—Englewood Pool—Dog Friendly
"The pool area is heavenly!" Gulfstream Villa earns it. This single-story Englewood home wraps a heated pool inside a screened lanai, with a doggy door onto a fully fenced backyard. After a beach day on Manasota Key, rinse at the outdoor shower, settle into the lanai's wicker loveseats while the dogs zoom the lawn, then fire up the grill on the dining deck. King master with sliders to the pool, queen and twin-over-full bunk for the family. Bikes in the garage. Dog-friendly.

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

Luxury Waterfront Home with Heated Pool & Hot Tub

Type Top type lot

Luxury NW Port Charlotte Retreat, pool/spa, canal

Feels Like Home - w/ Heated Pool Book Now!

Sunny South-Facing Heated Pool & Spa on Lake

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

Luxury modern waterfront 4BR/3.5BA pool beach

Private Pool Retreat + Tropical Gazebo
Condo rentals with a pool

Sunset Beach

Entire Beachside Condo! Don’t worry Beach Happy!

Ocean Oasis on Manasota Key - Ocean View

Coastal Waterfront Condo In Punta Gorda Isles

Blue Heron South Ocean Front Studio

Studio, pool, private beach, boat dock shark teeth

A little slice of paradise

Boardwalk Beachfront Getaway
Other vacation rentals with a pool

Waterfront| Pool & Spa | Near Beach| No Extra Fees

Boaters Dream, full refund*, heated pool, sleeps 6

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

The perfect retreat with canal view

Luxury Home w/ htd Pool/Spa~Gulf Access&Near BEACH

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

Executive Home with Pool in Punta Gorda

Luxury Retreat/Heated Pool/2Kings /n.Beach/Office
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- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- 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
- Barefoot beach Bonita Springs,FL
- Heritage Bay Golf & Country Club
- Clam Pass Park
- North Jetty Beach
- Blind Pass Beach
- Marie Selby Botanical Gardens
- Florida Gulf Coast University
- Boca Grande Pass
- South Jetty Beach
- Bowman's Beach
- Edison & Ford Winter Estates
- Stonebridge Country Club





