Holiday rentals with a pool in Port Charlotte

4.97 out of 5 average rating, 140 reviews

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.

4.91 out of 5 average rating, 11 reviews

Quiet Neighborhood ~ Waterfront Heated Pool!

Welcome to our elegant waterfront home in beautiful Port Charlotte! Nestled along the sparkling waters, this stunning property offers the perfect blend of luxury, comfort, and picturesque views. Cool off with the covered patio and full-size pool. Soak in some sunshine on the hammock. Enjoy the crackle of the firepit under the stars. With its many updates and thoughtful design, this vacation home has been carefully curated for making memories, and providing an unforgettable vacation experience.

4.95 out of 5 average rating, 263 reviews

A covered outdoor space features cozy seating around a fire pit. String lights illuminate the area, creating a warm ambiance. In the background, an inviting above-ground pool is set against a lush garden landscape, showcasing tropical plants and trees.

Home in Punta Gorda

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.

4.95 out of 5 average rating, 187 reviews

The exterior of a single-story home is showcased, featuring a spacious driveway lined with pavers. Lush landscaping is present, including palm trees and colorful flowers. The front entrance is accentuated by a decorative archway and a garage door on the right.

Home in Punta Gorda

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

A lush green landscape is framed by trees, with a view of calm waters in the background. A wooden dock extends into the water, inviting potential relaxation and observation of local wildlife. The setting sun casts gentle shadows over the manicured lawn.

4.85 out of 5 average rating, 229 reviews

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.

5 out of 5 average rating, 10 reviews

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

Relax and recharge at this private Port Charlotte retreat! Enjoy a heated pool, hot tub, fire pit— all in your own backyard oasis. The house sleeps 5, with a King En suite, Queen with pool view and office with daybed. Bring your RV or boat/trailer. Close to local beaches, golf, dining, and shopping, the perfect base for your Florida vacation. There is a separate garage studio that can be rented in addition to this property. It will not be rented otherwise when the main house has guests.

4.97 out of 5 average rating, 162 reviews

A pool area is enclosed by a screened patio, featuring a curvilinear pool with clear water. Lounge chairs and a vibrant red umbrella are positioned beside the water. The home’s large windows offer views of the surrounding outdoor space.

Home in North Port

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.

A private heated pool is surrounded by a patio with lounge chairs and colorful tropical plants. The pool features a gentle curve and is complemented by a backdrop of a serene home and clear blue sky.

4.86 out of 5 average rating, 111 reviews

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*

A serene outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool reflecting the surroundings. A comfortable chair sits beside the pool, complemented by a shaded umbrella. Lush greenery and colorful plants create a calming backdrop.

4.97 out of 5 average rating, 112 reviews

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL

THIS 2 BEDROOM 2 BATH FURNISHED HOME WITH ELECTRIC AND SOLAR HEATED PRIVATE POOL AND HEATED OUTDOOR SHOWER IS IN A QUIET AREA SOUTH OF PORT CHARLOTTE. THIS HOME OF 1100 SQ. FT. OFFERS A LARGE LANAI, SECLUDED BACK YARD AND POOL AREA, FURNISHED KITCHEN, WASHER, DRYER AND GARAGE WITH REMOTE CONTROL DOOR OPENER. M/B TV. CLOSE TO LOCAL BEACHES AND SHOPPING. PLEASE CHECK OUR MANY EXCELLENT REVIEWS. AREA INFO, MENUS SUPPPLIED. NO SMOKING ON PROPERTY AND NO PETS.

A private heated pool is surrounded by a screened lanai, providing a bright and airy space. Comfortable seating options are positioned nearby, along with a few plants adding a natural touch. Sunlight filters through the screen, casting gentle shadows across the deck area.

4.92 out of 5 average rating, 158 reviews

Heated Pool Vacation Getaway

This 3 bedroom, 2 bath house with private heated pool is located in a quiet neighborhood near everything that Southwest Florida has to offer. Minutes from restaurants and grocery stores, a couple of miles from the Port Charlotte Harbor and a short drive to some of the most beautiful beaches, you can truly have it all. Our house offers great wifi, a fully functional kitchen, updated furnishings and a heated pool. Self check-in and out guarantee complete privacy.

4.94 out of 5 average rating, 131 reviews

Luxury Bungalo with Pool in Port Charlotte

Please make yourself at home. Relax in a in ground heated pool. Centrally located in a peaceful neighborhood & close to beaches, parks, golf, entertainment & restaurants. You will find all the comforts you are looking for. Grocery stores like Publix, Aldis, Sprouts & Walmart within 3 miles. Sunseeker Resort 4.2 miles away. Downtown Punta Gorda is 6 miles away. Fisherman’s Village has shopping & restaurants. Port Charlotte Beach Park is 2 miles away.

4.95 out of 5 average rating, 451 reviews

A decorative table is displayed with a patterned tablecloth, featuring a stylish lamp and a small statue. An art piece hangs on the wall, depicting a simple bag. Various decorative items, including a book and a small decorative object, are arranged on the table.

Flat in Englewood

Oz Cottage 2.9 m beach

The Oz Cottage room apartment is funky with all kinds off nooks and crannies! Walking distance to Lemon bay for beautiful sunsets. Great restaurants with outdoor dining and music on Dearborn St. Tennis courts, wonderful Library and a nice park are all within walking distance. 2.9 miles to Englewood Beach

Popular amenities for Port Charlotte rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 14 reviews

Home in North Port

Perfect Getaway-3BR/2Bath w/Heated Saltwater Pool

4.99 out of 5 average rating, 118 reviews

A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.

Home in Englewood

Green Bamboo - saltwater pool, great backyard.

5 out of 5 average rating, 9 reviews

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

4.94 out of 5 average rating, 54 reviews

A spacious lanai features a dining table surrounded by comfortable chairs, overlooking a private pool. The screened enclosure provides a view of the lush greenery and potted plants in the backyard. Sunlight filters through, creating a bright, inviting outdoor space for relaxation.

Home in North Port

Family Home w/Private Pool, Patio, King Bed, Lanai

5 out of 5 average rating, 21 reviews

Stay Golden: Heated Spa/Pool/Yard Games/BBQ/W&D

An enclosed pool area features a spacious swimming pool, flanked by a brick patio and lush greenery. The pool is set under a protective screen, allowing for ample natural light to filter through, while comfortable seating is arranged nearby for relaxation.

4.83 out of 5 average rating, 35 reviews

Pool & Outdoor Patio Miles from Charlotte Harbor

A private screened-in pool area is visible, featuring a clear blue pool surrounded by a spacious concrete deck. The pool is bordered by a protective mesh enclosure, with lush greenery seen in the background, enhancing the serene outdoor space.

5 out of 5 average rating, 15 reviews

Charming 2BR Home + Pool

The exterior of the home is shown during dusk, featuring a simple, modern design with a prominent chevron pattern on the facade. A well-kept lawn surrounds the house, complemented by palm trees and landscaped areas. A vehicle is parked in the driveway.

5 out of 5 average rating, 41 reviews

Port Charlotte Retreat

Apartment rentals with a pool

A two-story building is shown, featuring a wraparound porch adorned with railings and chairs. Lush green foliage leads to a sandy path, inviting access to the beach. The sky is partly cloudy, enhancing the coastal ambiance of the location.

4.96 out of 5 average rating, 126 reviews

Sunset Beach

4.79 out of 5 average rating, 144 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

A spacious living area is visible, featuring a comfortable armchair and a decorative wooden table. Large glass doors open to a private balcony with ocean views, where tropical plants are visible. Natural light floods the room, highlighting the textured wall art.

5 out of 5 average rating, 10 reviews

Ocean Oasis on Manasota Key - Ocean View

4.96 out of 5 average rating, 101 reviews

An aerial view reveals a mid-century vacation villa surrounded by lush greenery and open spaces, with the coastline and sandy beach visible in the distance. The calm ocean water stretches towards the horizon beneath a partly cloudy sky.

Apartment in Venice

Vintage Villa, Thirty-Five

An open-concept living area is visible upon entry, showcasing a sleek kitchen and dining space. Neutral tones and modern furnishings complement the atmosphere. A stylish chandelier hangs above the dining table, while a cozy sofa and decorative accents enhance the welcoming environment.

4.83 out of 5 average rating, 18 reviews

Spacious 2BR 2BA Beach Condo for Perfect Vacation

An archway frames a serene view of Lemon Bay, highlighting gently rippled waters and boat docks. A small round table and two chairs provide a cozy outdoor seating area, ideal for enjoying the peaceful surroundings. Lush greenery is visible along the water's edge.

5 out of 5 average rating, 28 reviews

Bay Life @ ManasotaKeyCondos

4.97 out of 5 average rating, 108 reviews

Studio, pool, private beach, boat dock shark teeth

Apartment in Port Charlotte

A year-round heated pool is surrounded by sun loungers, offering a spacious area for relaxation. Palm trees line the background, and the view extends toward the water under a clear blue sky with scattered clouds.

4.94 out of 5 average rating, 16 reviews

Private Beach, Fishing Dock & Heated Pool Paradise

Other holiday rentals with a pool

4.92 out of 5 average rating, 63 reviews

A serene outdoor seating area features two adirondack chairs in vibrant orange and blue, positioned beside a small green table. The tranquil lake reflects the soft light of a sunset, surrounded by lush tropical vegetation and a peaceful atmosphere.

Home in Englewood

Suite Sun

5 out of 5 average rating, 14 reviews

A screened lanai surrounds a private heated saltwater pool, featuring lounge chairs with colorful cushions. Bright umbrellas provide shade, and a small boat can be seen tied to the dock nearby. Lush palms and greenery enhance the tranquil outdoor space.

Villa in Gulf Cove

Boaters Dream, full refund*, heated pool, sleeps 6

4.92 out of 5 average rating, 39 reviews

An inviting outdoor pool area is featured, surrounded by a screened enclosure. A spacious swimming pool is accompanied by in-pool seating and two hot tub sections. Comfortable lounge chairs provide relaxation opportunities, while tropical landscaping is visible beyond the pool, enhancing the private retreat experience.

Home in South Gulf Cove

Sweet Gulf Getaway with Pool & Hot Tub

4.89 out of 5 average rating, 19 reviews

A serene scene features a tranquil pond surrounded by lush greenery and palm trees, with a gentle fountain creating ripples in the water. Clear skies reflect soft sunlight on the surface, while homes are visible in the background, integrating nature with the residential setting.

Cabin in Port Charlotte

Dream holiday and fishing house

5 out of 5 average rating, 47 reviews

The spacious pool area is enclosed by a protective screen, with the shimmering water reflecting a vibrant sunset. Palm trees frame the scene, while the canal with moored boats is visible in the background, enhancing the tranquil waterfront atmosphere.

Home in Punta Gorda

Harbors edge Retreat- no fee for heated pool

A private pool is surrounded by a screened enclosure, featuring clear blue water and a paved deck. Comfortable seating is arranged nearby, with lush greenery visible beyond the enclosure, creating a serene outdoor space.

4.87 out of 5 average rating, 46 reviews

Serenity Haven: 4BR Villa /Heated Pool & Sleeps 8

An aerial view captures a light blue house with a spacious driveway and manicured lawn, surrounded by lush greenery and a serene canal. The home features a charming front porch and is set within a quiet neighborhood, showcasing the tranquil natural landscape.

4.94 out of 5 average rating, 32 reviews

Peaceful waterfront home