
Holiday rentals with a pool in Charlotte Harbor
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Charlotte Harbor

Total holiday rentals
Explore 50 holiday rentals in Charlotte Harbor

Nightly prices starting at
Charlotte Harbor holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 670 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Charlotte Harbor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Charlotte Harbor rentals

4.8 Average rating
Charlotte Harbor stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Charlotte Harbor
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Family Fun Stay • Heated Pool + Putting Green
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.

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.

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

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

Peaceful PGI Getaway
This gorgeous 3 bedroom, 2 bathroom house is located on intersecting canals in Punta Gorda Isles, providing beautiful water views from several rooms throughout the house. With two living rooms, there is plenty of space for the whole family! You will enjoy indoor and outdoor dining tables. This quiet neighborhood is great for families, couples, or seniors. With the house at the end of the street you have plenty of privacy. The spacious pool overlooks your 145 ft water view and boat dock.

Peace River Retreat | Riverfront + Heated Pool
BNB Breeze Presents: Peace River Retreat! Set right on the Peace River in Punta Gorda, this inviting waterfront home offers a relaxing escape with peaceful views and easy access to the water. You’ll find plenty to enjoy nearby in Punta Gorda, including scenic waterways, parks, marinas, dining, and local attractions that showcase the best of Southwest Florida. - Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Waterfront Views - Pet Friendly - Blackstone Grill - More!

Manoir Folie à Deux - Tuscan Countryside
Tuscan-inspired countryside estate on 12.33 private acres in Arcadia, FL. This timeless, one-of-a-kind home features 4 bedrooms, 4.5 baths, a grand chef’s kitchen with 48” professional stove and refrigerator, plus a second full kitchen in the private MIL suite. Enjoy a resort pool, serene pond, gazebo, concert piano, billiards, Monopoly table with upstairs dry bar, and a private home theater. Gated and surrounded by peaceful country life. Minutes from Arcadia and Punta Gorda.

Serenity@Punta Gorda Isles-Pool, Fish, Bike
Getaway to Serenity in Punta Gorda Isles and let your worries disappear. Entire home surrounded by palm trees, pool, intercoastal canal views, bikes, fishing, outdoor dining and ample space to unwind and enjoy the gorgeous Florida sunsets. Home is beautifully decorated with large seating areas for the whole family to enjoy. Large dock to tie your boat up to and fish from. Minutes to Fisherman's Village, Gilchrist Park, historic downtown and dining options.

Punta Gorda 3-Bdrm Canalfront Vacation Pool Home
Our 3-bedroom, 2-bathroom private pool vacation home is the best option for a quiet waterside stay. * Newly Built Punta Gorda Private Pool Home Sleeps up to 6 * 3 Bedrooms / 2 Bathrooms * Private Pool faces West * On Canal (no dock currently) * Canal leads to Charlotte Harbor * Fully Equipped Kitchen with dining for 6 at the dining table * Beach Umbrellas, Beach Chairs * Pickleball Equipment * Close to Historic Downtown Punta Gorda * Smoke-Free Property

Home at Punta Gorda Isles
Relax and stay on the canal with the whole family at this peaceful place in Punta Gorda Isles just minutes to Charlotte Harbor. Enjoy relaxing in the heated pool, grilling, or fishing in the canal. Close to nearby shops, parks, and restaurants. 15 minutes to airport. Feel free to use all the accessories to head to the many local beaches or grab one of the fishing rods to try your luck fishing in the canal. Space to dock a boat up to 30' long.

The Coastal Palm Cottage
Discover the charm and walkable beauty of Punta Gorda’s historic district from this inviting 2-bedroom, 2-bath home. Perfectly situated just steps away from scenic waterfront parks, vibrant restaurants, and unique local shops, you’ll have the best of Punta Gorda right at your doorstep. Whether you’re planning a quick weekend escape or a longer Florida retreat, this home offers the ideal blend of location, comfort, and authentic coastal charm.

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 Harbor rentals with a pool
House rentals with a pool

Canal front, gulf access, pool, spa, game room

Private Oasis ~ Pool+Sunsets+BBQ+Pool Table

Florida Getaway

Canalfront Oasis | Heated Pool | Private Dock

Designer House Sunset with Turquoise Private Pool

Stylish Waterfront Gem with Scenic Views and Charm

Punta Gorda Paradise

Heated Spa Waterfront Home | Port Charlotte, FL
Apartment rentals with a pool

Sunset Beach

One-bedroom condo - overlooking the harbor!

Entire Beachside Condo! Don’t worry Beach Happy!

Vintage Villa 35 | Steps to Beach | Pool

Studio, pool, private beach, boat dock shark teeth

Steps to Water! Beach to Bay, Penthouse!

Stunning Burnt Store Marina Boating/Golf Community

Beach studio 56
Other holiday rentals with a pool

Marina/Heated Pool/Hot tub/Canal/Game room/14PPL+

Spotless 3-bedroom Waterfront Home. Heated pool.

Incredible Water View! Heated/Salt/Sun filled pool

Waterfront Oasis

Tip Top tip lot

Sweet Sunsets

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Private Pool Retreat + Tropical Gazebo
When is the best time to visit Charlotte Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £222 | £249 | £224 | £111 | £97 | £111 | £145 | £88 | £96 | £91 | £101 | £142 |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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- Siesta Beach
- Captiva Island
- Lido Key Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Crescent Beach
- Englewood Beach
- River Strand Golf and Country Club
- Lovers Key Beach
- Img Academy
- Myakka River State Park
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Lido Beach
- Blind Pass Beach
- North Jetty Beach
- Barefoot beach Bonita Springs,FL
- Bowman's Beach
- Jetblue Park
- Boca Grande Pass
- South Jetty Beach
- Edison & Ford Winter Estates
- Bunche Beach





