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.

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Guest favorite

Home in Punta Gorda

4.93 out of 5 average rating, 149 reviews

Paradise in PG Isles w/gorgeous pool/spa

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.

Guest favorite

Home in Punta Gorda

4.96 out of 5 average rating, 227 reviews

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.

Guest favorite

Home in Punta Gorda

4.95 out of 5 average rating, 144 reviews

Seasonal vacation rental with Heated pool

The living room has a 65 " smart TV,wall mounted with a LCD Fireplace below with surround sound- All TV's have Netflix.The bar room has a small refrigerator,pool table and dart board.Outside has a private lanai with Heated pool and a propane firepit.Enjoy the sonos sound with 55" smart TV in the Master bedroom the second bedroom also has a TV. The bar room,also has sonos as well as the lanai.30 minutes from several beaches.The garage will not be available.Home located in a quiet Cul de Sac

Guest favorite

Home in Punta Gorda

5 out of 5 average rating, 15 reviews

Sea Blue - 3/2 home with screened-in heated pool

We trust you will enjoy our lovely home, Sea Blue Vista. We’ve tried to include everything you’ll need for an great stay, including a well-supplied kitchen, an office space, a small library, enough comfortable beds (and pullouts) for everyone, a heated pool, a grill, and sufficient patio furniture. If you get a chance, visit my personal favorite, the nearby Peace River Garden. Also check out Port Charlotte Beach Park (8 miles away) or Ponce De Leon Park and on-site wildlife refuge (free).

Superhost

Home in Port Charlotte

4.88 out of 5 average rating, 17 reviews

The Westbrook House

Relax with the family at this peaceful place to stay. Amenities included in the community are: pool, hot tub, laundry mat, tennis & pickleball courts. Full lanai on premises with outdoor television to enjoy the Florida weather. HOA protects the community, making it an incredibly safe place for children and families. Just minutes away from Boca Grande beach & Manasota Key beach! King sized bed in the master bedroom with a queen sized sofa bed in living room. Full kitchen and bathroom.

Guest favorite

Home in Port Charlotte

5 out of 5 average rating, 10 reviews

Port Charlotte Waterfront Home Hosted by Anastasia

Relax and enjoy your Florida getaway at our newly listed 3 Bd,2 Baths family-operated house in quiet neighborhood (1 Bd has a private entrance). Pool, use of 2 kayaks, fish right off the dock. The boat lift and Jet Ski are available for extra fee. The Harbor is 15 minutes away. Close to all Port Charlotte and Punta Gorda have to offer- shopping, restaurants, boating, golfing, parks, multiple playgrounds(Higgs park, 3min. away; McGuire Park and Splash, Veterans Memorial Park)

Guest favorite

Home in Punta Gorda

4.97 out of 5 average rating, 30 reviews

Best Location! Stunning 3BRS Heated Pool Home

25%off on Monthly booking! Stylish and cozy!Private heated pool home, centered in the city of Punta Gorda!Mins from downtown, harbor, parks, shopping, dining & bars, YMCA & IYC. Fully Equipped Kitchen & dining spaces. 3 Beds/2 Baths Sleeps up to 8. Livingroom /Samsun TV Bedroom 1: Master King / Ensuite BATH/pool Access / Smart TV Bedroom 2: A queen murphy Bed Bedroom 3: A Queen Bed Family room/office&excise/inflatable queen bed. Free garage parking and Fast WIFI.

Superhost

Home in Port Charlotte

4.8 out of 5 average rating, 64 reviews

Waterfront Vacation Home

Welcome home to your 3 bedroom, 2 bath, waterfront, gulf access, pool home with private dock and only minutes to Charlotte Harbor and the Gulf. Screened enclosed pool with large covered lanai and deck. The large open-patio is perfect for barbecuing and enjoying evenings by the fire pit overlooking the lit canal where snook, tarpon, manatees and dolphins frolic nearby. Fish right from the dock! Bring the whole family to this great place with lots of room for fun.

Superhost

Guest suite in Port Charlotte

5 out of 5 average rating, 3 reviews

Island Breeze

Situated just minutes off Florida's beautiful Gulf coast, this outstanding 1 bedroom / 1 bath guest suite is located at a private residence in the highly-desired neighborhood of South Gulf Cove - just a short drive from several beautiful sandy beaches including Boca Grande, Englewood, Manasota Key, and Stump Pass. The apartment is located on the lower level of a detached building and has its own private entrance and designated parking space.

Guest favorite

Guest suite in Venice

4.93 out of 5 average rating, 179 reviews

Serene Suite/Tropical oasis

My place is a lovely, modest home that offers charm, comfort, QUIET. and privacy…convenient, quiet location ..six minutes by car to the nearest beach! Your suite is one whole side of the house . Great privacy! 3 rooms: bedroom with super comfortable queen bed....a sitting room with sofa, table, refrigerator/microwave/toaster oven/ coffeemaker...a full bath and access to a beautiful Lanai and sparkling (unheated)pool.

Guest favorite

Home in Rotonda West

4.94 out of 5 average rating, 108 reviews

Waterfront Villa Shellflower with private pool

Villa Shellflower is located in Rotonda West on a large and quiet property. Right next to the property is the Rontonda River, a wide freshwater canal. The 1564-square-foot house has been furnished with great attention to detail. The large saltwater pool, the southwest-facing sun deck, as well as the cozy dining area provide the perfect holiday feeling. The next dream beach is only 20 minutes away by car.

Guest favorite

Rental unit in Englewood

4.92 out of 5 average rating, 416 reviews

BEACH FRONT Unit w/Pool Sandy Toe's #4

With a heavy heart we ask you not to book this unit. We unfortunately lost it all during the hurricane Milton. If you already have a booking in place at Sandy Toes we are working on canceling your stays with a full refund. If you need immediate assistance for a refund please contact Airbnb directly. Thank you, Louise