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

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock
Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

XL Pool~Private Yard~Striking Sunsets~Outdoor tv
Welcome to Villa del Sol ☀️ 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 serene park-like setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

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!

Peaceful Port Charlotte 2Bd/2Ba on water
Are you ready to unwind with your friends, partner or the entire family? Look no further than the Comfy Conway. It is close to restaurants, beaches, family-friendly activities and peaceful spots to re-energize. Whether here for business or pleasure, your stay will exceed expectations. I take great pride in making sure guests are comfortable and well taken care of. Stay and enjoy the house amenities or venture out to the great amenities offered by the beautiful surrounding Port Charlotte area.

Cozy & Beautiful 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.

Florida Fun Home! Pool and Game Room
The fully fenced backyard with a large pool area offers a tranquil space to unwind, get competitive with PICKLE BALL. Lounge chairs and a covered patio for shaded seating. Enjoy sunny afternoons splashing in the pool or grilling up a feast in the backyard. Gather your friends and family with the game room filled with a POOL TABLE, GAMES, ARCADE MACHINES, and more! This home is just a short drive from shopping, and dining options. 3 BR plus new pull out couch in game room to sleep 8.

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.

Waterfront Pool Home South Gulf Cove, Pt Charlotte
Welcome to your luxury waterfront sanctuary in prestigious South Gulf Cove — a tranquil escape crafted for those who seek elegance, comfort, and breathtaking views. This home blends refined style with unforgettable relaxation. South Gulf Cove is a luxury community with minimal traffic: 16 miles to Boca Grande Lighthouse, 14 miles to Englewood Beach, 15 miles to Myakka State Forest, 14 miles to Port Charlotte Town Center, 8.5 miles to Rotunda Golf and Country Club (6 public courses)

Exquisite 3 BR 2 BA Pool Home
This unique house has a style all its own. Decorated with warm and stylish décor with a beach splash. This home is a newer build, early 2020. It is located in a cozy neighborhood, but yet close to malls, stores, restaurants, etc. We are approximately 20-25 minutes from the beautiful Venice beaches and 10 miles from the Punta Gorda beaches. You can also enjoy the pool off the back of the house that features a covered lanai and grill. Come relax and enjoy a great experience!

Peaceful waterfront home
Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Nearby golfing, fishing, dining, spring training
Escape to this new, comfortable and practical side by side duplex featuring 3 bedrooms and 2 bathrooms, perfect for up to 6 guests! Your home is private, the only shared space is the patio & pool area Near Golf courses -7 minutes to Rays spring training -Charlottes sports park - 2 miles to town center - 6 miles from beautiful Beachfront Park -5 minutes to Centennial Rec. center Pool, Themed walls, Fully stocked kitchen, BBQ grill! Catch excitement of spring training!

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL
THIS 2 BEDROOM 2 BATH FURNISHED HOME WITH ELECTRIC AND SOLAR HEATED PRIVATE POOL AND HEATED OUTDOOR SHOWER IS IN A QUIET AREA SOUTH OF PORT CHARLOTTE. THIS HOME OF 1100 SQ. FT. OFFERS A LARGE LANAI, SECLUDED BACK YARD AND POOL AREA, FURNISHED KITCHEN, WASHER, DRYER AND GARAGE WITH REMOTE CONTROL DOOR OPENER. M/B TV. CLOSE TO LOCAL BEACHES AND SHOPPING. PLEASE CHECK OUR MANY EXCELLENT REVIEWS. AREA INFO, MENUS SUPPPLIED. NO SMOKING ON PROPERTY AND NO PETS.
Popular amenities for Port Charlotte rentals with a pool
House rentals with a pool

Come Escape Boating Private Pool close to Beaches

Quiet Neighborhood ~ Waterfront Heated Pool!

Tropical Waterfront Retreat w/gorgeous deep Pool!

Sunsets on Grebe Waterfront Saltwater Heated Pool

3 Bedroom 2 Bath with heated Pool

Flourish in Florida heated pool & spa

Port Charlotte Canal/Pool Retreat

Peaceful Landing | Canal View | Dock
Condo rentals with a pool

Sunset Beach

Perfect Escape | Boca Grande Beach | Pool & Golf

Entire Beachside Condo! Don’t worry Beach Happy!

Vintage Villa, Thirty-Five

Steps to Water! Beach to Bay, Pool and Dock

Bay Life @ ManasotaKeyCondos

Studio, pool, private beach, boat dock shark teeth

A little slice of paradise
Other vacation rentals with a pool

Stay Golden: Heated Spa/Pool/Yard Games/BBQ/W&D

Type Top type lot

Luxury NW Port Charlotte Retreat, pool/spa, canal

Pool & Outdoor Patio Miles from Charlotte Harbor

Tidal Wave & Play Oasis

Waterfront Unique Euro Villa heated salt pool dock

Port Charlotte Retreat

A “Seascape” to enjoy Boca Grande Beach
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ628 | ﺩ.ﺇ687 | ﺩ.ﺇ716 | ﺩ.ﺇ558 | ﺩ.ﺇ514 | ﺩ.ﺇ507 | ﺩ.ﺇ533 | ﺩ.ﺇ499 | ﺩ.ﺇ496 | ﺩ.ﺇ507 | ﺩ.ﺇ551 | ﺩ.ﺇ606 |
| 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 vacation rentals with a pool in Port Charlotte

Total vacation rentals
Explore 450 vacation rentals in Port Charlotte

Nightly prices starting at
Port Charlotte vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 9,470 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wi-Fi availability
450 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!
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