
Holiday rentals with a pool in Charlotte County
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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.

Luxury long waterview w/pool-kayaks-clubs-bikes!
Welcome to your next slice of Florida sunshine paradise ! Stay with us at the Royal Palms Monaco located in beautiful historic Punta Gorda Isles Florida! LOADED w/ 5 star amenities like bikes, kayaks,golf clubs,fishing & beach gear,private dock & heated pool await you at this beautiful luxury 3bed/3 bath home. Located in a safe ,quiet and serene deed restricted neighborhood on a gulf access canal waterfront sailboat lot with a breathtaking long water view that seems like it goes on forever !

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.

Luxury Waterfront Home With Heated Pool & Hot Tub
New modern luxury home featuring 3 bedrooms and 3 bathrooms. 50" Flat screen TVs in all bedrooms and a 65" TV in the family room. Master suite with dual sinks large soaking tub and a walk in roman shower! Screened in heated pool with hot tub and special LED lighting. Large lanai with gas grill a table with 6 chairs and 4 loungers. Dock has sitting area to sip morning coffee or grab a cocktail and watch the fish jump. Beach chairs, pool toys and fishing rods/ tackle everything is included!!!

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.

South Gulf Cove | Heated Pool Home with Game Room
Clean, comfortable, and located in South Gulf Cove, Aldama Ensenada is the perfect home base for exploring the city. This private home offers a fully equipped kitchen, reliable Wi‑Fi, heated pool and private parking for two cars, all a short drive from dining, shopping, and local attractions. After a day out, unwind at home—or enjoy our newly added game garage with Pop‑A‑Shot basketball, foosball, darts, and a TV ready for your gaming console.

Luxury Waterfront Home with Heated Pool & Hot Tub
Welcome to your private slice of coastal luxury in beautiful Punta Gorda. This stunning waterfront retreat is designed for relaxation, comfort, and effortless indoor-outdoor living. From the moment you step inside, you’ll be greeted by sweeping water views, an open modern layout, and stylish coastal décor throughout.

Summertime Vacation Port Charlotte
Dieses kleine Häuschen liegt in einer wunderschönen Nachbarschaft im schönen Port Charlotte. Im September 2016 wurde es komplett neu eingerichtet.
Popular amenities for Charlotte County rentals with a pool
House rentals with a pool

Sunsets on Grebe Waterfront Saltwater Heated Pool

Type Top type lot

Pelican Paradise - Villa Near SW Florida Beaches

Feels Like Home - w/ Heated Pool Book Now!

Sunny South-Facing Heated Pool & Spa on Lake

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

Island home w/POOL, Private DOCK & BEACH access!

"Tropical Oasis" in the Heart of North Port
Condo rentals with a pool

Sunset Beach

Bay Breeze @ManasotaKeyCondos

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.
Other holiday rentals with a pool

Serenity@Punta Gorda Isles-Pool, Fish, Bike

Waterfront Oasis

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

Heated Pool | Waterfront Home | Coastal Escape

Rc2, water front home with pool and fishing dock

Secluded Oasis with Heated Pool | Prime Location

Modern CanalFront Escape | Port Charlotte, Florida

The Harbor House-Waterfront-Private- Heated Pool
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- 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
- Edison & Ford Winter Estates
- Boca Grande Pass
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park




