
Holiday rentals with a pool in Charlotte Harbor
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Charlotte Harbor
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Hibiscus |Waterfront|Heated Pool-Dock-Bikes-Kayaks
Relax by your private dock in a tropical canal‑front oasis. - Luxurious Tommy Bahama-themed villa with heated saltwater pool. - Spacious master suite with direct pool access; comfortably sleeps 10 adults. - Fully equipped modern kitchen and spa-like atmosphere. - Private dock with access to the Peace River; boat rentals nearby. - Enjoy kayaks, beach bikes, fishing gear & beach gear - all included while you stay! - Scenic views with beautiful landscaping featuring palm and hibiscus trees.

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.

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.

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.

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!

Peace River Waterfront Luxury Living - 5-BD w Pool
Your waterfront vacation retreat awaits! This 5-bedroom/3-bathroom mansion will delight your senses with its hotel-chic décor, top-of-the-line finishes, and indoor/outdoor living atmosphere. With views of the Peace River, this custom-designed vacation home offers high ceilings, stylish furnishings, and a backyard swimming pool for all your vacation needs! ✔ 5 bedrooms (sleeps 12) ✔ 3 bathrooms ✔ Fully equipped chef’s kitchen ✔ Backyard swimming pool ✔ Indoor/outdoor living ✔ Waterfront

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.

Rest Cottage on Peace River
Step back in time when you stay in this Army Air Corps Officer's home. Minutes from the airport, this charming cottage sits on a large, private lot with a beautiful, tiled saltwater pool, large royal palms, detached bunkhouse with 3 beds (3rd bedroom), a covered outdoor dining area and outdoor shower. Walk down a quiet, shady street for world class fishing and kayaking on the Peace River. Punta Gorda is a picturesque, historic town with an abundance of shopping and dining.

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.

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.

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

Port Charlotte 4 Bedroom Pool Vacation Home Canal

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

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL

Harbors edge Retreat- no fee for heated pool

Coastal Paradise with POOL

Feels Like Home - w/ Heated Pool Book Now!

Gorgeous Sunset Views at New Canal Oasis Pool/Spa

Sunny South-Facing Heated Pool & Spa on Lake
Apartment rentals with a pool

Sunset Beach

One bedroom condo - overlooking harbor!

Entire Beachside Condo! Don’t worry Beach Happy!

Coastal Waterfront Condo In Punta Gorda Isles

Vintage Villa 35 | Steps to Beach | Pool

Blue Heron South Ocean Front Studio

Studio, pool, private beach, boat dock shark teeth

Burnt Store Marina- 2BR w/ pool, marina, gulf view
Other holiday rentals with a pool

Seashells Hideaway Oasis | Heated Pool Paradise

Luxury Waterfront Home with Heated Pool & Hot Tub

Waterfront Villa Capri | Dock + Gulf Access

HotTub, Pool, Sauna, MiniGolf, Game room, Roof Top

Florida Getaway

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Salt pool, (heated winter) 3 bedrooms 2 baths

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
When is the best time to visit Charlotte Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €261 | €293 | €264 | €131 | €114 | €131 | €170 | €104 | €113 | €106 | €119 | €168 |
| 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 |
Quick stats about holiday rentals with a pool in Charlotte Harbor

Total holiday rentals
Explore 40 holiday rentals in Charlotte Harbor

Nightly prices starting at
Charlotte Harbor holiday rentals start at €52 per night before taxes and fees

Verified guest reviews
Over 640 verified reviews to help you choose

Family-friendly holiday rentals
40 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
40 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!
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