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

Total vacation rentals
Explore 50 vacation rentals in Charlotte Harbor

Nightly prices starting at
Charlotte Harbor vacation rentals start at G$10,455 GYD per night before taxes and fees

Verified guest reviews
Over 670 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Charlotte Harbor vacation rentals include wi-fi access

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

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

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!

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.

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.

House/ Caribbean Patio, Hot Tub & Tiki Bar.
3900 Rosemary Drive is a pet friendly house with parking for 2 cars. Relax & enjoy your own private get away, outside patio area, tiki bar, sun loungers & hot tub. The open plan apartment has an 80” Peacock enabled TV,. Enjoy Netflix, Amazon Prime or other subscriptions that you have by entering your home’s password & pin information. In the lounge area there’s a 2 seater theatre style adjustable settee & a small dining table/ working area with Wi-Fi access and a fully equipped kitchen.

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

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.

Peaceful PGI Getaway
This gorgeous 3 bedroom, 2 bathroom house is located on intersecting canals in Punta Gorda Isles, providing beautiful water views from several rooms throughout the house. With two living rooms, there is plenty of space for the whole family! You will enjoy indoor and outdoor dining tables. This quiet neighborhood is great for families, couples, or seniors. With the house at the end of the street you have plenty of privacy. The spacious pool overlooks your 145 ft water view and boat dock.

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.

Tropical Canal Retreat with Gorgeous Pool
Heated Saltwater Pool • Canal • 3BR/3BA Relax in this spacious 3-bedroom, 3-bath Port Charlotte retreat with 80 feet of freshwater canal frontage and a heated saltwater pool. Enjoy the screened lanai, waterfront views, stylish living spaces, fully equipped kitchen, and plenty of room for families or friends. Located near Punta Gorda dining, Fishermen’s Village, beaches, golf, and shopping. Guests have use of the driveway and main garage bay; smaller bay reserved for owner storage.

Private Pool Paradise: Cabana, Mini Golf & Bowling
Welcome to Sunshine Vacation Home, your Private Pool Paradise in beautiful Punta Gorda, Florida. Perfectly located just 15 minutes from Punta Gorda Airport and Charlotte Beach Park and Fishermen's Village, only 2 miles from I-75 for easy travel, and 30 minutes from the famous Warm Mineral Springs. Spend your days exploring Southwest Florida or simply unwind in your own private backyard resort with a pool, cabana, mini golf, and more.

Blissful Waterfront Haven with Heated Pool
Serene 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.

Luxurious Mangoe 4 bed 2 bath, heated pool & spa
Plan your Florida retreat to this brand new 4-bedroom, 2-bathroom Port Charlotte home. Visit the Fishermen's Village, tan at the nearby beaches and relax poolside in the private yard. With enough space to sleep 8, this luxurious 2100 square-foot vacation rental boasts 4 Smart TVs, a caged saltwater pool and hot tub and a pool table that also changes into air hockey. Parking in the garage available.
Popular amenities for Charlotte Harbor rentals with a pool
House rentals with a pool

The Coastal Palm Cottage

Private Heat Pool. Gazebo, canal kayaks free pets

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Harbors edge Retreat- no fee for heated pool

Punta Gorda Harbor View Vacation Home - Waterfront

Marina/Heated Pool/Hot tub/Canal/Game room/14PPL+

Tip Top tip lot

Tripoli House
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

Sweet Sunsets

Manoir Folie à Deux - Tuscan Countryside

Quiet Neighborhood ~ Waterfront Heated Pool!

Dog Friendly | Walk to Fishermen’s Village • Pool

Private Oasis ~ Pool+Sunsets+BBQ+Pool Table

Spacious Beach House with Ocean Access

The Sunrise Seeker | Waterfront | Heated Pool |Spa

Oasis with pool in the middle of West Coast, FL
When is the best time to visit Charlotte Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,519 GYD | G$70,255 GYD | G$63,146 GYD | G$43,491 GYD | G$37,846 GYD | G$37,846 GYD | G$40,773 GYD | G$24,882 GYD | G$27,182 GYD | G$25,509 GYD | G$28,437 GYD | G$40,146 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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