
Holiday 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.

Waterfront Oasis Pool Mini Putt
🏝️ Property Description Welcome to Waterfront Oasis w/ Pool & Putt, a beautifully renovated 3-bedroom, 2-bathroom retreat that sleeps up to 8 guests. Perfectly set on the canals of Port Charlotte, this home offers the ultimate balance of fun and relaxation. Step outside to your own private paradise, featuring a sparkling in-ground pool, a spacious waterfront patio, and a miniature putting green right in the backyard. Whether you’re swimming, practicing your short game, or sipping a drink by the

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.

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.

New and fun, pool, nearby golfing, fishing, dining
Escape to this stunning new 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 **Unbeatable Location:** - Just 2 miles from the lively town center - 6 miles from beautiful Beachfront Park - Close proximity to top golf courses, rec center, Kidstar park Heated pool, Themed walls, Fully stocked kitchen, BBQ grill! Catch the excitement of spring training and unwind with breathtaking sunsets.

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.

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.

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.

Blissful Waterfront Haven with Heated Pool
Serene Pet-Friendly Waterfront Retreat with Heated Pool near the Peace River. Enjoy a fresh water canal view, relax in the heated pool, and embrace the tranquility of Port Charlotte. Perfect for nature lovers and seekers of relaxation. Book now! *Heated Pool* OPTIONAL $29 per day for the pool. This will be paid on the check in date. Please keep in mind that the pool heater runs 8 hours per day. It may cool down at night and morning. *Gas grill available, guests responsible for propane*

Fun Luxury Stay: Mini Golf, Pool, Bowling
Escape to a private family paradise with a pool, spacious play yard with minigolf, hopscotch, tic tac toe and garden views for unique outdoor relaxation, BBQs, and creating unforgettable memories. Splash, play and unwind in crystal clear waters while laughter fills the air. Step inside the well designed luxurious interior which provides utmost comfort and is equipped with all essentials and more. Your adventure awaits in this dreamy retreat. This private home is 15min from Beach Park

Big Pool~Outdoor TV~Private Oasis~Gorgeous Sunsets
Big heated pool is private from neighbors. Full sun on the pool from noon to sunset. Covered lanai provides relief from the sun. BBQ & watch football on outdoor tv while the kids swim & play. Enjoy beautiful sunsets overlooking a peaceful park-like setting. Walk the golf cart paths, work on your tan, read a book, play music, sip on tropical drinks & float all your cares away. Have your morning coffee outside & listen to the birds sing. Outdoor living is what it’s all about here.

Flourish in Florida heated pool & spa
This luxurious modern tropical home is the perfect relaxing vacation rental for the whole family or a group of friends. Stay in to enjoy the pool surrounded by greenery, spending your evenings in the private lit up jacuzzi. Located only 10 minutes to Port Charlotte beach, 15 to well known Warm Mineral springs, 30 minutes from the famous Englewood & Venice beach. The Spacious home is 2 queens, 1 queen&twin bunk, 1 pull out couch in office, living room sofa, 2 Full bathrooms.

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

Seasonal vacation rental with Heated pool

Luxe Gem Heated Saltwater Pool/Spa & Privacy Fence

Sunsets on Grebe Waterfront Saltwater Heated Pool

Coastal Fun Spot! Heated Pool, Games, Beach Gear!

Turtle Bay - minutes to Boca Grande!

Florida Heated Pool Home + Hot Tub | Winter Escape

Peaceful waterfront home

Waterfront Retreat
Apartment rentals with a pool

Sunset Beach

Condo With Heated Pool, Beaches Only Minutes Away

Entire Beachside Condo! Don’t worry Beach Happy!

Ocean Oasis on Manasota Key - Ocean View

Location! Gulf Condo @ S. Jetty 30 day minimum

Vintage Villa, Thirty-Five

Bay Life @ ManasotaKeyCondos

Studio, pool, private beach, boat dock shark teeth
Other holiday rentals with a pool

SunshineVilla/Pool/spa/beach /luxury/new

Coco Plum

Family Home w/Private Pool, Patio, King Bed, Lanai

Cozy 3 Bedrooms/2 Baths w/ heated Pool

Specious Golf Getaway: Heated Pool/Sunset n.Beach

The Tropical House-southern exposure/heated pool

FREE Heated Salt Pool|Kayaks|Bikes|Poles

2 room suite private bathroom & entry.
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $220 SGD | $240 SGD | $251 SGD | $195 SGD | $180 SGD | $177 SGD | $186 SGD | $175 SGD | $174 SGD | $183 SGD | $177 SGD | $199 SGD |
| 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 Port Charlotte

Total holiday rentals
Explore 450 holiday rentals in Port Charlotte

Nightly prices starting at
Port Charlotte holiday rentals start at $39 SGD per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 180 rentals that welcome pets

Rentals with dedicated workspaces
250 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!
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