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

Total holiday rentals
Explore 460 holiday rentals in Port Charlotte

Nightly prices starting at
Port Charlotte holiday rentals start at €26 per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 210 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
460 of Port Charlotte holiday rentals include wifi 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.

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🔜⛱️

Designer House Sunset with Turquoise Private Pool
Welcome to a vacation home where every detail has been thoughtfully chosen to create a warm,inviting, and personalized space for each guest. decor in every room to the cozy atmosphere throughout the house .Designed for unforgettable family moments, you’ll enjoy relaxing days by the private pool and evenings sharing memories on the patio. Whether you’re here to unwind, explore or simply reconnect with loved ones this home offers the perfect mix of comfort and charm to make your stay truly special

Secluded Oasis with Heated Pool | Prime Location
Unwind in this private retreat with a sparkling pool, cozy fireplace, & serene outdoor dining area. Enjoy 360° privacy on a double lot, surrounded by lush trees for total tranquility. A game & library room offers books, board games, and a workspace. Walk 5 min to Kiwanis Park & Spring Lake Park with a boat dock, or drive 7 min to top dining & shopping. Brand-new furniture throughout ensures luxury and comfort. Spacious layout, high-end finishes, and a peaceful atmosphere make this a true escape.

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.

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!

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

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking
Relax and recharge at this private Port Charlotte retreat! Enjoy a heated pool, hot tub, fire pit— all in your own backyard oasis. The house sleeps 5, with a King En suite, Queen with pool view and office with daybed. Bring your RV or boat/trailer. Close to local beaches, golf, dining, and shopping, the perfect base for your Florida vacation. There is a separate garage studio that can be rented in addition to this property. It will not be rented otherwise when the main house has guests.

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 & Fire pit. Bring your boat or rent it and get ready for the adventure.

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.

Heated Pool Vacation Getaway
This 3 bedroom, 2 bath house with private heated pool is located in a quiet neighborhood near everything that Southwest Florida has to offer. Minutes from restaurants and grocery stores, a couple of miles from the Port Charlotte Harbor and a short drive to some of the most beautiful beaches, you can truly have it all. Our house offers great wifi, a fully functional kitchen, updated furnishings and a heated pool. Self check-in and out guarantee complete privacy.

Heated Spa Waterfront Home | Port Charlotte, FL
Brand new modern 3BR, 3BA waterfront villa where elegance meets coastal tranquility. Sleeps up to 10 with soaring ceilings, full length windows, and open living spaces overlooking the canal. Enjoy a gourmet kitchen with large island and coffee bar, spa inspired baths, a brand new outdoor heated spa, huge dock with direct water access, cozy fire pit, and outdoor kitchen with dining area. Just minutes to beaches, dining, shopping, and Port Charlotte attractions.

Peachland getaway with pool and tiki bar.
Bring the whole family to this beautiful house with 3 BR and 2 bath sleeps up to 8 people. Has good size pool 26’x13’ with a bubble tub the tub is not heated and an outdoor bar/BBQ and driveway parking for 4 cars. Less than 5mins drive to supermarket, coffee shop, great restaurants little shops and bars and much more.
Popular amenities for Port Charlotte rentals with a pool
House rentals with a pool

Luxury Corner

Heated saltwater pool, Pet Friendly close to beach

Myakka River Retreat In Port Charlotte

Quiet Neighborhood ~ Waterfront Heated Pool!

Sunny South-Facing Heated Pool & Spa on Lake

Sun-Kissed Pool house Getaway

Rc2, water front home with pool and fishing dock

Luxury Waterfront Home With Heated Pool & Hot Tub
Apartment rentals with a pool

Manasota Key

Studio, pool, private beach, boat dock shark teeth

Sunset Beach

Vintage Villa 35 | Steps to Beach | Pool

Entire Beachside Condo! Don’t worry Beach Happy!

A Beautiful Sunset Awaits - Steps to Beach

Beach studio 56

Steps to Water! Beach to Bay, Penthouse!
Other holiday rentals with a pool

Great location, near town center, food, golf

Boaters Dream, open water, heated pool, sleeps 6

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

N&M Beach House Port Charlotte

Peaceful waterfront home

CitrusOasis/Heated Pool/Gameroom/Playground/13PPL+

Waterfront Key West Style Home, Heated Pool

Hibiscus |Waterfront|Heated Pool-Dock-Bikes-Kayaks
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €154 | €175 | €170 | €133 | €123 | €121 | €127 | €119 | €118 | €121 | €131 | €144 |
| 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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- Rentals with pools Charlotte County
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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Crescent Beach
- Englewood Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Lovers Key Beach
- Cortez Beach
- Img Academy
- Myakka River State Park
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Lido Beach
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- North Jetty Beach
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- Bowman's Beach
- Jetblue Park





