Holiday rentals with a pool in Punta Gorda

5.0 out of 5 average rating, 102 reviews

A private heated pool area features clear water surrounded by comfortable seating and vibrant blue umbrellas. A large pink flamingo float is visible in the water, alongside other colorful poolside furnishings. Lush greenery is present in the background, enhancing the outdoor atmosphere.

Home in Port Charlotte

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

FamilyLocationParks

4.94 out of 5 average rating, 62 reviews

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

Relax by your private dock in a tropical canal‑front oasis. - Luxurious Tommy Bahama-themed villa with heated saltwater pool. - Spacious master suite with direct pool access; comfortably sleeps 10 adults. - Fully equipped modern kitchen and spa-like atmosphere. - Private dock with access to the Peace River; boat rentals nearby. - Enjoy kayaks, beach bikes, fishing gear & beach gear - all included while you stay! - Scenic views with beautiful landscaping featuring palm and hibiscus trees.

FamilyValueCleanliness

5.0 out of 5 average rating, 26 reviews

Home in Port Charlotte

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.

ValueLocationAccuracy

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.

4.96 out of 5 average rating, 278 reviews

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.

FamilyValueComfort

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.

4.96 out of 5 average rating, 200 reviews

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

LocationFamilyHospitality

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.

5.0 out of 5 average rating, 62 reviews

Harbors edge Retreat- no fee for heated pool

Experience waterfront luxury with an updated heated pool, spacious lanai, and pool deck in this updated home with a split floor plan in a tranquil neighborhood. Conveniently close to activities and superb local restaurants, don't miss the breathtaking sunrises and sunsets! Experience the ultimate in relaxation with our newly remodeled Pebble Tec custom-tiled pool. Heated at no extra cost, indulge in a soothing swim anytime, perfect relaxation year-round. Bikes and helmets are provided.

LocationFamilyAccuracy

5.0 out of 5 average rating, 20 reviews

Home in Burnt Store

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

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

LocationFamilyBeach

An aerial view showcases a spacious waterfront property surrounded by lush landscaping and palm trees. A winding canal runs adjacent to the home, while neighboring houses are visible in the distance. The vibrant blue water and clear sky enhance the tranquility of the setting.

5.0 out of 5 average rating, 45 reviews

Sensational! Sunny, Heated Pool-Endless waterviews

**NEW LISTING/HUGE DISCOUNTED PRICE*** LUXURY PGI home; 1.5 mile/5 minute distance to Fisherman’s Village and attention to detail with remodel and brand new furnishings. Take advantage of tremendously discounted Prime dates available in 2026 and 2027 WINTER SEASON Check PREMIER HOST reviews averaging 5.0 on other site. -Max 5 adults-

LocationValueBathroom

5.0 out of 5 average rating, 5 reviews

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!

FamilyDecorBarbecue

4.78 out of 5 average rating, 9 reviews

Waterfront Oasis

3/2 single-family home in Punta Gorda Isles. Relax in your screened in lanai with a heated pool that overlooks the canal & a boat dock which you can see from every room in the house. Close to fisermans Village, Harbor Walk, & Ponce De Leon Park. Punta Gorda is a boaters/fishing paradise! Fully equipped kitchen, two queen-sized beds & two twin beds. 2 car garage, washer & dryer, kayaks & life jackets, bicycles, ping pong table, dart board, internet, live tv & Wi-Fi.

FamilyLocationGetting around

A serene pool area is enclosed with a screened lanai, reflecting the clear blue sky. Lounge chairs are positioned around the pool, providing space for relaxation while overlooking a lush, landscaped backyard.

4.98 out of 5 average rating, 54 reviews

Serenity@Punta Gorda Isles-Pool, Fish, Bike

Getaway to Serenity in Punta Gorda Isles and let your worries disappear. Entire home surrounded by palm trees, pool, intercoastal canal views, bikes, fishing, outdoor dining and ample space to unwind and enjoy the gorgeous Florida sunsets. Home is beautifully decorated with large seating areas for the whole family to enjoy. Large dock to tie your boat up to and fish from. Minutes to Fisherman's Village, Gilchrist Park, historic downtown and dining options.

FamilyValueHospitality

Luxe

A screened-in area showcases a private saltwater pool with clear water reflecting the sky. Surrounding palm trees and well-maintained landscaping can be seen. The scenic canal is visible in the background, highlighting the peaceful waterside setting.

5.0 out of 5 average rating, 14 reviews

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

FamilyLocationParking

Popular amenities for Punta Gorda rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

5.0 out of 5 average rating, 9 reviews

Waterfront House, Pool & Kayaks - 5 Min Downtown

FamilyValueBiking

5.0 out of 5 average rating, 16 reviews

Tropical Haven Punta Gorda

LocationFamilyCheck-in

4.96 out of 5 average rating, 24 reviews

Home in Arcadia

Manoir Folie à Deux - Tuscan Countryside

LocationFamilyKitchen

An outdoor living area is showcased with comfortable seating and a side table. Large glass panels provide views of the heated pool and scenic canal, framed by palm trees. A television is mounted on a wall, enhancing the entertainment options in this modern space.

5.0 out of 5 average rating, 9 reviews

Coastal Escape-Custom Built Canal Home

LocationFamilyComfort

5.0 out of 5 average rating, 11 reviews

Home in Port Charlotte

The Sunrise Seeker | Waterfront | Heated Pool |Spa

LocationFamilyKitchen

A tranquil pool area is highlighted by a heated lap pool with a dolphin fountain, surrounded by lush coconut palms. The water view captures a serene canal lined with boats and docks, framed by a screened enclosure that invites natural sunlight.

5.0 out of 5 average rating, 46 reviews

Luxury long waterview w/pool-kayaks-clubs-bikes!

FamilyValueAmenities

Superhost

5.0 out of 5 average rating, 4 reviews

Punta Gorda Paradise

FamilyLocationOutdoor spaces

5.0 out of 5 average rating, 10 reviews

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

LocationFamilyAir conditioning

Condo rentals with a pool

A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.

4.91 out of 5 average rating, 233 reviews

Manasota Key

FamilyValueCheckout

4.97 out of 5 average rating, 133 reviews

Studio, pool, private beach, boat dock shark teeth

FamilyValueIndoor spaces

4.79 out of 5 average rating, 170 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

ValueLocationIndoor spaces

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, 137 reviews

Sunset Beach

LocationValueOutdoor spaces

Condo in Fort Myers Beach

A panoramic view showcases a sparkling heated swimming pool surrounded by lounge chairs, with the beach and Gulf of Mexico visible in the background. Soft waves lap at the shore while sunbathers can be seen enjoying the sandy area. Lush palm trees frame the scene.

4.9 out of 5 average rating, 126 reviews

Beachfront fully equipped apartment

FamilyValueSleep quality

5.0 out of 5 average rating, 101 reviews

An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.

Condo in Sanibel

View of Gulf, Steps to Beach@The Turquoise Turtle

FamilyValueAmenities

Condo in Fort Myers Beach

The eight-story building stands prominently along the vibrant green waters of Lovers Key State Park. Lush landscaping surrounds the property, with residential docks and a restaurant visible along the water's edge, enhancing the serene coastal environment.

4.94 out of 5 average rating, 186 reviews

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

ValueLocationCheck-in

An aerial view shows a heated pool surrounded by tropical landscaping. Lounge chairs are positioned around the pool, with a shaded seating area featuring a table and chairs visible. Lush palm trees and greenery frame the space, enhancing the serene atmosphere.

4.94 out of 5 average rating, 101 reviews

Steps to Water! Beach to Bay, Penthouse!

ValueFamilyPool

Other holiday rentals with a pool

4.95 out of 5 average rating, 21 reviews

Villa in Port Charlotte

Boaters Dream, open water, heated pool, sleeps 6

LocationValueOutdoor spaces

5.0 out of 5 average rating, 10 reviews

A stylish living area features a light-colored sofa adorned with colorful cushions, accentuated by an area rug. Natural light fills the space through a nearby window, highlighting wall art and a ceiling fan. A dining area is visible in the background, along with modern kitchen appliances.

Apartment in Punta Gorda

Cozy Condo on the Course

FamilyLocationBeach

5.0 out of 5 average rating, 11 reviews

Punta Gorda Isles Waterfront Heated Pool Home

LocationFamilyHospitality

5.0 out of 5 average rating, 10 reviews

Chic Cottage Escape + Pool in Historic Downtown

LocationIndoor spacesQuiet

Guesthouse in Punta Gorda Isles

4.96 out of 5 average rating, 27 reviews

The Getaway

LocationValueIndoor spaces

4.89 out of 5 average rating, 56 reviews

Home in Cape Coral

Waterfront Estate With Heated Infinity Pool

FamilyLocationIndoor spaces

A spacious screened-in lanai features a large saltwater pool with a built-in hot tub. Comfortable seating areas are positioned nearby for relaxation, with vibrant pool floats gently resting on the water's surface. Natural light illuminates the area, creating a serene outdoor retreat.

5.0 out of 5 average rating, 51 reviews

Executive Home with Pool in Punta Gorda

LocationFamilyComfort