
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 $69 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Charlotte Harbor vacation 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.

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

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.

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.

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!

Incredible Water View! Heated/Salt/Sun filled pool
Newly remodeled home that is designed for family entertaining and relaxation. The open layout allows for enjoyment of the constant waterfront breezes while relaxing with family, taking a swim in the pool or watching the manatees lounge in the canal that has direct access to Charlotte Harbor and the Gulf. The home is located within the Burnt Store Isles golf community (Twin Isles Country Club, 3 minute drive) with nearby shopping centers, Fisherman’s Village and downtown Punta Gorda.

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.

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

The Coastal Palm Cottage
Discover the charm and walkable beauty of Punta Gorda’s historic district from this inviting 2-bedroom, 2-bath home. Perfectly situated just steps away from scenic waterfront parks, vibrant restaurants, and unique local shops, you’ll have the best of Punta Gorda right at your doorstep. Whether you’re planning a quick weekend escape or a longer Florida retreat, this home offers the ideal blend of location, comfort, and authentic coastal charm.

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.

Last MIN AUG Sarasota #1 Luxury Villa! PRIV BEACH!
BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!
Popular amenities for Charlotte Harbor rentals with a pool
House rentals with a pool

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

Heated Pool-Outdoor TV & Bar-Private backyard

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

Private Oasis ~ Pool+Sunsets+BBQ+Pool Table

Heated Pool Vacation Getaway

Stylish Waterfront Gem with Scenic Views and Charm

Spacious Beach House with Ocean Access

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
Condo rentals with a pool

Sunset Beach

One-bedroom condo - overlooking the harbor!

Beach Studio 55

Entire Beachside Condo! Don’t worry Beach Happy!

Vintage Villa 35 | Steps to Beach | Pool

Studio, pool, private beach, boat dock shark teeth

Beach Bliss Retreat on Manasota Key - Ocean View

Steps to Water! Beach to Bay, Penthouse!
Other vacation rentals with a pool

Spotless 3-bedroom Waterfront Home. Heated pool.

Quiet Neighborhood ~ Waterfront Heated Pool!

Harbors edge Retreat- no fee for heated pool

Manoir Folie à Deux – Tuscan Countryside

Brand New modern home in Sunny FL with pool/spa

Florida Getaway

Canalfront Oasis | Heated Pool | Private Dock

Designer House Sunset with Turquoise Private Pool
When is the best time to visit Charlotte Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $413 CAD | $464 CAD | $417 CAD | $287 CAD | $250 CAD | $250 CAD | $269 CAD | $164 CAD | $180 CAD | $168 CAD | $188 CAD | $265 CAD |
| 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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