
Holiday rentals with a pool in Charlotte Harbor
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Top-rated rentals with a pool in Charlotte Harbor
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Type Top type lot
Relax with entire family at this peaceful home. Enjoy the privacy and the outdoors with kayaks, bikes, hot tub, boat dock and heated pool ; great views of the water, watch the fish do back flips! Play Billiards! Nice cul-de-sac with lots to see and do nearby! Short walk to great pizza. Town voted best in US, center is short drive with great restaurants & features great golf, parks with walking/bike paths, tennis, pickleball, playgrounds etc. Easy bike ride to Ponce de Leon Park for sunsets!!!

Historic Charm & Heated pool - Ponce Pointe
An Idyllic escape at the Heart of Coastal Charm! Welcome to Ponce Pointe, a charming retreat in Punta Gorda, where Florida’s coastal allure comes to life. Ideally situated just steps from the waterfront, this inviting villa embodies relaxed sophistication, providing an excellent base to explore the vibrant town or simply unwind in comfort. Featuring two levels, each with its own kitchen and two bedrooms, the layout is perfect for two families, couples, or large groups seeking space and privacy

XL Pool~Private Yard~Striking Sunsets~Outdoor tv
Welcome to Villa del Sol ☀️ A peaceful resort style outdoor space + private + oversized solar heated pool creates a perfect vacation oasis. Covered lanai = shade. BBQ & watch your favorite sports on 55” outdoor tv. Walk the golf cart paths, swim laps, get a tan, read a book, play music & games, sip on tropical drinks & float all your cares away. Pretty sunsets overlooking a serene park-like setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

Private Heated Pool & Putt Putt in Port Charlotte!
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.

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.

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

Cozy & Beautiful 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.

Waterfront Home Heated Pool, Lift, Pedal Prowler
Your home offers a comfortable open floor plan with lots of windows offering views of the pool and waterfront area. Upon entering the home, you walk down a short hallway and enter into the large common area with 3 sliding glass doors allowing access to the pool deck and lanai. Your outdoor space offers a large covered lanai with plenty of seating along with an area for outdoor dining. In addition, you have a beautiful heated saltwater pool, a dock with gorgeous water views and boat lift.

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-Waterfront|Htd Pool-Spa-Dock-Kayaks-Bikes
Welcome to Villa Tropical — your private Punta Gorda retreat surrounded by water on three sides. With a saltwater pool and spa, private dock, steam shower, and plenty of space to unwind, this home blends peaceful luxury with all the tools for adventure. It’s a short 25-minute walk (or 10-minute bike ride) to Fishermen’s Village, with restaurants, shops, and harborfront views along the way. Bikes, kayaks, beach gear, and fishing gear all available to you for no additional cost.

Exquisite 3 BR 2 BA Pool Home
This unique house has a style all its own. Decorated with warm and stylish décor with a beach splash. This home is a newer build, early 2020. It is located in a cozy neighborhood, but yet close to malls, stores, restaurants, etc. We are approximately 20-25 minutes from the beautiful Venice beaches and 10 miles from the Punta Gorda beaches. You can also enjoy the pool off the back of the house that features a covered lanai and grill. Come relax and enjoy a great experience!
Popular amenities for Charlotte Harbor rentals with a pool
House rentals with a pool

Serenity@Punta Gorda Isles-Pool, Fish, Bike

Seasonal vacation rental with Heated pool

House With A Boat - Boat, Heated Pool, Kayaks

Tropical Waterfront Retreat w/gorgeous deep Pool!

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

The Sunset Lake House/heated pool house

Harbors edge Retreat- no fee for heated pool

3 Bedroom 2 Bath with heated Pool
Condo rentals with a pool

Sunset Beach

One bedroom condo - overlooking harbor!

Entire Beachside Condo! Don’t worry Beach Happy!

Ocean Oasis on Manasota Key - Ocean View

Vintage Villa, Thirty-Five

Studio, pool, private beach, boat dock shark teeth

A little slice of paradise

Private Beach, Fishing Dock & Heated Pool Paradise
Other holiday rentals with a pool

Manasota Tree House: Private Beach & Bay Access

Serenity Season

The Coastal Palm Cottage

Sunsets on Grebe Waterfront Saltwater Heated Pool

Feels Like Home - w/ Heated Pool Book Now!

2 room suite private bathroom & entry.

Private Heated Pool + Swim-Up Bar • Mins to Beach

Renovated Modern house with pool -Port Charlotte
When is the best time to visit Charlotte Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $273 AUD | $268 AUD | $418 AUD | $215 AUD | $188 AUD | $215 AUD | $280 AUD | $171 AUD | $187 AUD | $175 AUD | $195 AUD | $276 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 |
Quick stats about holiday rentals with a pool in Charlotte Harbor

Total holiday rentals
Explore 30 holiday rentals in Charlotte Harbor

Nightly prices starting at
Charlotte Harbor holiday rentals start at $86 AUD per night before taxes and fees

Verified guest reviews
Over 590 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Charlotte Harbor holiday rentals include Wi-Fi access

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

4.7 Average rating
Charlotte Harbor stays receive an average rating of 4.7 out of 5 from guests
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