
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 $71 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Charlotte Harbor holiday 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.

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids
Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

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

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.

NEW modern 3/2 gulf waterfront pool spa boat fish
Have fun and relax with the whole family at this stylish modern place. Brand new heated pool with sun shelf and spa, waterfront, direct Gulf of Mexico access home. Brand new furniture. Recently remodeled. Great location close to beaches, restaurants, bars, stores, gas stations etc. Bring your boat or rent one locally and enjoy Charlotte Harbor waters. You can also do fishing directly from the backyard. Two kayaks and two bikes, fishing poles available for our guests to use during their stay.

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

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!

Peace River Retreat | Riverfront + Heated Pool
BNB Breeze Presents: Peace River Retreat! Set right on the Peace River in Punta Gorda, this inviting waterfront home offers a relaxing escape with peaceful views and easy access to the water. You’ll find plenty to enjoy nearby in Punta Gorda, including scenic waterways, parks, marinas, dining, and local attractions that showcase the best of Southwest Florida. - Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Waterfront Views - Pet Friendly - Blackstone Grill - More!

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.

Manoir Folie à Deux - Tuscan Countryside
Tuscan-inspired countryside estate on 12.33 private acres in Arcadia, FL. This timeless, one-of-a-kind home features 4 bedrooms, 4.5 baths, a grand chef’s kitchen with 48” professional stove and refrigerator, plus a second full kitchen in the private MIL suite. Enjoy a resort pool, serene pond, gazebo, concert piano, billiards, Monopoly table with upstairs dry bar, and a private home theater. Gated and surrounded by peaceful country life. Minutes from Arcadia and Punta Gorda.

Punta Gorda 3-Bdrm Canalfront Vacation Pool Home
Our 3-bedroom, 2-bathroom private pool vacation home is the best option for a quiet waterside stay. * Newly Built Punta Gorda Private Pool Home Sleeps up to 6 * 3 Bedrooms / 2 Bathrooms * Private Pool faces West * On Canal (no dock currently) * Canal leads to Charlotte Harbor * Fully Equipped Kitchen with dining for 6 at the dining table * Beach Umbrellas, Beach Chairs * Pickleball Equipment * Close to Historic Downtown Punta Gorda * Smoke-Free Property
Popular amenities for Charlotte Harbor rentals with a pool
House rentals with a pool

Serenity@Punta Gorda Isles-Pool, Fish, Bike

Incredible Water View! Heated/Salt/Sun filled pool

The Sunrise Seeker | Waterfront | Heated Pool |Spa

Exquisite 3 BR 2 BA Pool Home

Harbors edge Retreat- no fee for heated pool

Hibiscus |Waterfront|Heated Pool-Dock-Bikes-Kayaks

Private Oasis ~ Pool+Sunsets+BBQ+Pool Table

Rc2, water front home with pool and fishing dock
Condo rentals with a pool

Sunset Beach

One-bedroom condo - overlooking the harbor!

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

Steps to Water! Beach to Bay, Penthouse!

Stunning Burnt Store Marina Boating/Golf Community
Other holiday rentals with a pool

Tropical Canal Retreat with Gorgeous Pool

Waterfront Oasis

Waterfront House, Pool & Kayaks

Punta Gorda Home away from home * 3/2*Pool*Pets ok

Florida Getaway

Designer House Sunset with Turquoise Private Pool

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking
When is the best time to visit Charlotte Harbor?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $427 AUD | $480 AUD | $432 AUD | $297 AUD | $259 AUD | $259 AUD | $279 AUD | $170 AUD | $186 AUD | $174 AUD | $194 AUD | $274 AUD |
| 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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