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

Total holiday rentals
Explore 50 holiday rentals in Charlotte Harbor

Nightly prices starting at
Charlotte Harbor holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 670 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Charlotte Harbor holiday rentals include wifi 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.

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!

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.

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

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.

Beautiful & Cozy 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*

Sweet Sunsets
excellent neighborhood, 2 bedroom, 1 Bathroom with shared pool In Punta Gorda, Florida. adjacent from Peace river, in sight of the sunseekers resort and 2 minute drive downtown Punta Gorda for Farmers Market on Saturdays. Private entrace (front) and direct access to Lanai / pool Whatever your reason to visit, we are here for you and your entire family to enjoy a short or long stay in Beautiful SWFL. ATTENTION SNOW BIRDS!!! Will accept daily, weekend, weekly, or monthly rental stays!

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.

Private Heat Pool. Gazebo, canal kayaks free pets
🌴 Relax in this beautifully renovated waterfront home featuring a modern private pool, tiki hut, fire pit, and 4 free kayaks. Fish right from the seawall or explore nearby beaches, marinas, restaurants, and shopping. Sleeps up to 8 with 3 bedrooms, bunk bed ,and 3 full bathrooms, kitchen full equipped Pet-friendly and perfect for families, anglers, and anyone looking for a peaceful Florida getaway. Pool heat available from November for $25/day.

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.

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

Peaceful PGI Getaway

The Coastal Palm Cottage

Dog Friendly | Walk to Fishermen’s Village • Pool

Tripoli House

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

Tropical Canal Retreat with Gorgeous Pool

Canal front, gulf access, pool, spa, game room

Spotless 3-bedroom Waterfront Home. Heated pool.
Apartment 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 holiday rentals with a pool

Manoir Folie à Deux - Tuscan Countryside

Happy Tarpon |10 PPL| Deck & Pool |Games |Fire Pit

Private Oasis ~ Pool+Sunsets+BBQ+Pool Table

Oasis with pool in the middle of West Coast, FL

Salt pool, (heated winter) 3 bedrooms 2 baths

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Punta Gorda Harbor View Vacation Home - Waterfront

Canalfront Oasis | Heated Pool | Private Dock
When is the best time to visit Charlotte Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £221 | £248 | £223 | £154 | £134 | £134 | £144 | £88 | £96 | £90 | £100 | £142 |
| 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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