
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 450 holiday rentals in Port Charlotte

Nightly prices starting at
Port Charlotte holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 10,110 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
450 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.

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.

Sun-Kissed Pool house Getaway
Relax with the whole family at this peaceful place to stay. Enjoy this 3 bedroom, 3 bath plus den with your family with the option to do home office if needed. The home is fully equipped with all the ammenities needed on a family vacation. Port Charlotte has a little something for everyone, from outdoor adventures and cultural experiences to fine dining and family fun. Whether you’re planning a relaxing getaway or looking for activities to fill your days, this charming Florida town has it all.

Tropical getaway Pool and tiki bar
1)Beautiful newer build house on 2 acres 1800sq/ft with 3 BR and 2 bath sleeps up to 8. 2)Has a large above ground pool 18' x 33' and a large fish pond and outdoor bar/BBQ and tropical landscape parking for 4 cars. 3)15mins drive from downtown Punta Gorda with lots of great restaurants little shops and bars with live music and much more, 7mins drive closest store winn-dixie. 4)10 mins drive to Punta Gorda airport. Located in a peaceful neighborhood with large oak trees on a dead end street.

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 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.

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

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.

SUN BUM: Heated Pool-Private Yard-Outdoor TV & Bar
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.

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.

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.

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.
Popular amenities for Port Charlotte rentals with a pool
House rentals with a pool

Modern New Home with Pool – Near Golf & Beaches

Rc2, water front home with pool and fishing dock

Manoir Folie à Deux – Tuscan Countryside

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

Designer House Sunset with Turquoise Private Pool

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Coastal Getaway – 3bed/2bath With a Pool

N&M Beach House Port Charlotte
Apartment rentals with a pool

Sunset Beach

Entire Beachside Condo! Don’t worry Beach Happy!

Ocean Oasis on Manasota Key - Ocean View

Vintage Villa 35 | Steps to Beach | Pool

Studio, pool, private beach, boat dock shark teeth

Pro Fishing Dock Private Beach & Heated Pool!

Steps to Water! Beach to Bay, Penthouse!

Beach studio 56
Other holiday rentals with a pool

Quiet Neighborhood ~ Waterfront Heated Pool!

Boaters Dream, open water, heated pool, sleeps 6

Waterfront Paradise

Port Boujee: Luxury 5 Bed 5 Bath Home, Heated Pool

Heated saltwater pool, Pet Friendly close to beach

Modern 3 Bdr Home on a Canal with a Heated Pool

Waterfront Key West Style Home, Heated Pool

Luxurious Mangoe 4 bed 2 bath, heated pool & spa
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 | €145 |
| 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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