
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 $84 NZD 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.

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.

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.

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.

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!

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.

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.

Canalfront Oasis | Heated Pool | Private Dock
✨ Perfect for Winter Snowbirds! ✨ Escape the cold and settle into this luxury 3-bedroom, 3-bathroom waterfront oasis. Unwind by the fully heated pool and spillover spa, or stay connected with high-speed poolside Wi-Fi. Designed for boaters and luxury travelers alike, the property features unobstructed, no-bridge Gulf access. Located just moments from the premier shops, dining, and marina at Fishermen's Village, it’s the perfect blend of relaxation.

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.

Luxury modern waterfront 4BR/3.5BA pool beach
HARBOR PARADISE - Where Location Meets Bliss! Savor stunning harbor views from your cozy vacation retreat. Perfect for fishing enthusiasts, water lovers, or anyone craving nature’s serenity. Nestled in a tranquil waterfront community, you’re just minutes from vibrant dining, shopping, and golfing. Plus, Florida’s most breathtaking beaches and charming Punta Gorda are right at your doorstep!
Popular amenities for Charlotte Harbor rentals with a pool
House rentals with a pool

Luxury Waterfront Home/Hot Tub/BBQ | 8 Guests

Serenity@Punta Gorda Isles-Pool, Fish, Bike

Peace River Retreat | Riverfront + Heated Pool

Quiet Neighborhood ~ Waterfront Heated Pool!

Private Oasis ~ Pool+Sunsets+BBQ+Pool Table

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

NEW modern 3/2 gulf waterfront pool spa boat fish

Harbors edge Retreat- no fee for heated pool
Condo rentals with a pool

Manasota Key

Sunset Beach

Entire Beachside Condo! Don’t worry Beach Happy!

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

Boaters Dream, open water, heated pool, sleeps 6

Luxury Waterfront Home With Heated Pool & Hot Tub

Stylish Waterfront Gem with Scenic Views and Charm

Gorgeous Sunset Views at New Canal Oasis Pool/Spa

Tropical Retreat! Hot tub, pool, Kayak, pool table

Salt pool, (heated winter) 3 bedrooms 2 baths

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking

Ocean View Pool Home, Private Dock Access for Boat
When is the best time to visit Charlotte Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $500 NZD | $562 NZD | $505 NZD | $348 NZD | $303 NZD | $303 NZD | $326 NZD | $199 NZD | $218 NZD | $204 NZD | $228 NZD | $321 NZD |
| 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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