
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.

Xanadu Luxury|Fishing Dock|Kayaks|Bar
Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock
This newly renovated home has gorgeous water views and heated pool - also offers sailboat access and private boat dock! Discover the open living area, interior designed furniture, and fully equipped kitchen. This high end retreat offers bikes, kayaks, firepit, games, hammock, heated pool, and dock. Enjoy the fast Wi-Fi, smart TVs, screened lanai, and canal view. Just minutes away downtown PG and Sunseeker Resort dining and entertainment, this home is an ideal base for your SW Florida vacation.

Private Heated Pool & Putt Putt in Port Charlotte!
Less than 30 Minutes away to the ballpark for #Rays and #Braves spring training! Our vacation home is a peaceful oasis, perfect for rest and relaxation in one of the most sought-after neighborhoods in Port Charlotte! Enjoy a relaxing stay in this modern and stylish vacation home which offers the following list of amenities: Wi-Fi, TV Streaming, heated pool, putting green, screened in lanai, beach accessories, equipped kitchen, outdoor grilling space, luxurious king beds and private backyard.

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.

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.

Fantastic! Luxury-Remodel-Sunny Heated Pool
LUXURY PGI home; 1.5 mile/5 minute distance to FishVillage and attention to detail. Modern, newly updated home with new furnishings and open layout allowing for enjoyment of the cool waterfront breezes. 13 minutes from PG airport. Take advantage of tremendously discounted Prime dates available in 2024 AND 2025 Winter Season. ****LOW FEE (COMPARE) - Great value-No extra charges for pool heater, kayaks, bikes, fishing gear. No Administrative or Host fee; Low cleaning fee****

Turtle Bay - minutes to Boca Grande!
Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

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.

Tropical Oasis, pool, golf, dog friendly
🌴 Tropical Oasis w/ Heated Saltwater Pool – Perfect for Families! 🏡 Small dog friendly 🐕 (pet fee: $150 for the first week, then $50 per additional week). This spacious 4BR, 3BA home sleeps 12 guests! Features include a king master suite, 2 queen guest rooms, & a bunk room (sleeps 6). Enjoy a heated saltwater pool, outdoor dining, & BBQ area. Inside, relax with a large TV, games. Close to beaches, shopping, & attractions! Book now for the ultimate getaway! ☀️🏖

Stylish Waterfront Gem with Scenic Views and Charm
Welcome to our charming DUPLEX in the very desirable Punta Gorda Isles, just minutes from Fisherman's Village and Charlotte Harbor! Home features private 2 bedrooms and 2 baths: a master with a king-size bed and a second room with a full bed. Enjoy your private entrance, a bright living room, shared pool access, and scenic waterfront views! Conveniently located near downtown Punta Gorda, perfect for dining and exploring all the area has to offer! ☀️

Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Luxurious Mangoe 4 bed 2 bath, heated pool & spa
Plan your Florida retreat to this brand new 4-bedroom, 2-bathroom Port Charlotte home. Visit the Fishermen's Village, tan at the nearby beaches and relax poolside in the private yard. With enough space to sleep 8, this luxurious 2100 square-foot vacation rental boasts 4 Smart TVs, a caged saltwater pool and hot tub and a pool table that also changes into air hockey. Parking in the garage available.
Popular amenities for Charlotte County rentals with a pool
House rentals with a pool

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Specious Golf Getaway: Heated Pool/Sunset n.Beach

Tripoli House

Luxury Retreat: Oasis with Pool & Putting Green.

Sea Blue - 3/2 Home with Screened-in Heated Pool

Golden Pond Villa! Minutes from Boca Grande!

Vacation Paradise in Rotonda

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits
Apartment rentals with a pool

Sunset Beach

Studio, pool, private beach, boat dock shark teeth

Beach Bliss Retreat on Manasota Key - Ocean View

Private Beach, Fishing Dock & Heated Pool Paradise

Tropical Island Beach Condo Ferry & Parking Incl.

Beautiful Beaches at LGI Hideaway • Golf Cart

Sunshine Swimmers Casita, 206

Waterfront Condo in Placida. THE location and Pool
Other holiday rentals with a pool

Serenity@Punta Gorda Isles-Pool, Fish, Bike

Suite Sun

A Perfect Escape Near the Beach (Pet friendly)

Lovely 3/2 with pool, spa, boat dock. Dog friendly

Private 1mi to Beach. 1+ acre Pool & Pickleball

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

Sunny South-Facing Heated Pool & Spa on Lake

Beautiful Floridian Oasis
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- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Englewood Beach
- Myakka River State Park
- Clam Pass Park
- The Club at The Strand
- Point Of Rocks
- Lakewood National Golf Club
- Marie Selby Botanical Gardens
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- LaPlaya Golf Club
- Cypress Woods Golf & Country Club
- Spanish Wells Country Club
- South Jetty Beach
- Seagate Beach Club




