
Vacation rentals with a pool in Port Charlotte
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Port Charlotte

Total vacation rentals
Explore 460 vacation rentals in Port Charlotte

Nightly prices starting at
Port Charlotte vacation rentals start at G$6,263 GYD per night before taxes and fees

Verified guest reviews
Over 10,750 verified reviews to help you choose

Family-friendly vacation rentals
410 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 210 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wi-Fi availability
460 of Port Charlotte vacation rentals include wi-fi access

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

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

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids
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

Canal front, gulf access, pool, spa, game room
Welcome to Harbor Breeze Gulfstream, a 3/3 waterfront retreat designed for relaxation, fishing & boating. Perfectly situated just a 5-minute walk from Charlotte Beach Park & Marina, this cute home comfortably accommodates 6 to 9 guests, making it perfect for families, couples, or friends seeking a sun-soaked getaway on Florida’s Gulf Coast and to enjoy of the many amenities such as the BBQ grill, Game Room, Pool, Spa, kayaks & Fire pit. Bring your boat or rent it and get ready for the adventure.

Quiet Neighborhood ~ Waterfront Heated Pool!
Welcome to our elegant waterfront home in beautiful Port Charlotte! Nestled along the sparkling waters, this stunning property offers the perfect blend of luxury, comfort, and picturesque views. Cool off with the covered patio and full-size pool. Soak in some sunshine on the hammock. Enjoy the crackle of the firepit under the stars. With its many updates and thoughtful design, this vacation home has been carefully curated for making memories, and providing an unforgettable vacation experience.

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!

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

Oasis with pool in the middle of West Coast, FL
Our oasis is created with love, care, and intentionality. Whether you are looking for a quiet and relaxing time or fun and entertainment - you will find it all here. This house is located in a quiet neighborhood, close to shopping, local attractions and nearby beaches. Recently remodeled, refurnished and tastefully decorated. Stocked kitchen, cotton linens and towels. Screened lanai, grill, fenced pool, backyard with fire pit, backed by tropical setting and canal. We are pet friendly!

Beautiful & Cozy Pool Villa in Sarasota County, FL
Welcome to our home! It’s our pleasure to host you! Your family & friends will be close to everything when you stay at this centrally-located place: shopping, dining, beaches, entertainment, Warm Mineral Springs, Aquatic Center, etc. This charming house located in a beautiful & quiet neighborhood, tastefully furnished & decorated, fenced for your privacy & perfect for making memories with family & friends. Plenty of amenities to make your stay as comfortable as possible. Great location.

Heated Pool-Outdoor TV & Bar-Private backyard
SUN BUM offers a heated in-ground pool with Southwest exposure = SUN ALL DAY. Our pool jets create a soothing lazy river effect that gently push you around the pool. Grab a pool floaty and let all your cares melt away. Relax in total peace and tranquility. Our backyard has a tall privacy fence that will give you the solitude you seek. The guys in your group are sure to enjoy the outdoor tv, bar and propane BBQ. Lanai provides relief from the sun. Pool cage provides relief from the bugs.

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 Pool Retreat Near Beaches | Gym • 4BR
Welcome to your hidden gem in North Port — a spacious 2,300 sq. ft. home designed for comfort, privacy, and relaxation. Tucked away in a quiet, no-traffic area, this 4-bedroom retreat offers the perfect escape from the noise. Inside, soaring 12-foot ceilings create a bright, open feel, while your private indoor gym keeps you active at your convenience. Step outside to your heated, screened-in pool — your own peaceful oasis, day or night. Your Florida getaway starts here.

Luxury Bungalo with Pool in Port Charlotte
Please make yourself at home. Relax in a in ground heated pool. Centrally located in a peaceful neighborhood & close to beaches, parks, golf, entertainment & restaurants. You will find all the comforts you are looking for. Grocery stores like Publix, Aldis, Sprouts & Walmart within 3 miles. Sunseeker Resort 4.2 miles away. Downtown Punta Gorda is 6 miles away. Fisherman’s Village has shopping & restaurants. Port Charlotte Beach Park is 2 miles away.

Private Heat Pool. Gazebo, canal kayaks free pets
🌴 Relax in this beautifully renovated waterfront home featuring a modern private pool, tiki hut, fire pit, and 4 free kayaks. Fish right from the seawall or explore nearby beaches, marinas, restaurants, and shopping. Sleeps up to 8 with 3 bedrooms, bunk bed ,and 3 full bathrooms, kitchen full equipped Pet-friendly and perfect for families, anglers, and anyone looking for a peaceful Florida getaway. Pool heat available from November for $25/day.
Popular amenities for Port Charlotte rentals with a pool
House rentals with a pool

Modern Oasis w/Heated Pool & Dual Masters 3BR/3BA

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL

Canal Home w/ Escape Room, Pool & Dock, Pets OK

Spacious Beach House with Ocean Access

Harbors edge Retreat- no fee for heated pool

Heated Pool, Hot Tub & Fenced Yard For the Pups

Manoir Folie à Deux - Tuscan Countryside

Port Charlotte Lake front home Heated Pool, Dock
Condo rentals with a pool

Manasota Key

Entire Beachside Condo! Don’t worry Beach Happy!

Sunset Beach

Steps to Water! Beach to Bay, Penthouse!

Studio, pool, private beach, boat dock shark teeth

Vintage Villa 35 | Steps to Beach | Pool

A Beautiful Sunset Awaits - Steps to Beach

Private Beachside Kitchenette
Other vacation rentals with a pool

Rosie’s Peaceful Waterfront Pool Home

Hidden Gem in Punta Gorda

Poolside Fun at The Caddy

Luxury modern waterfront 4BR/3.5BA pool beach

Tip Top tip lot

Heated pool, king beds, 5 minutes to Walmart

Villa Joy | Heated Pool • Canal Front • Dock

Salt pool, (heated winter) 3 bedrooms 2 baths
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,743 GYD | G$41,753 GYD | G$40,501 GYD | G$34,655 GYD | G$31,106 GYD | G$31,315 GYD | G$30,271 GYD | G$28,392 GYD | G$28,183 GYD | G$28,810 GYD | G$31,315 GYD | G$34,446 GYD |
| 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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