Vacation rentals with a pool in Glades

A modern pool area is featured with a spacious swimming pool surrounded by a screened-in lanai. Lounge seating and vibrant cabanas are positioned nearby, providing shaded relaxation. An adjacent game room is visible, equipped with a pool table and foosball table under unique lighting.

4.96 out of 5 average rating, 116 reviews

New Home, 6 Beds, Heated POOL / Game Room

Park in the driveway and enter through the front double doors to a newly and completely updated Home with 3bedrooms and 3 full bathrooms located just 7 miles from the trendy 5th avenue south, white sanded beaches and the famous Naples pier; This private and MODERN exquisite home has everything you need to enjoy an endless summer alike stay. Heat for the Pool Available EXTRA $ October to May $40 EXTRA per each night stay May to September $30 EXTRA per each night stay. Game Room and and Gym area.

4.96 out of 5 average rating, 28 reviews

A marina is depicted with multiple boats moored along a calm waterway. Clear blue skies reflect on the water's surface, while palm trees line the background, adding greenery to the scene. The image conveys a sense of tranquility and leisure.

Apartment in Naples

Serenity Studio: Waterfront & Wildlife Everglades

Steps away from your studio, sit by the bay to watch manatees, dolphins, and schools of fish. Drive down the road to explore Everglades boardwalks and state parks. Go shelling at the world renowned Ten Thousand Islands, just a 20 minute boat ride from the onsite marina. Relax at the spatial 9 foot pool. Bring your racquets to play tennis or pickleball. Check out the golf courses minutes down the road. Take a break and unwind at this peaceful oasis! Just a short drive from Marco Island amenities.

A serene beach scene captures a vibrant sunset, with hues of pink and orange reflected on the water's surface. Gentle waves lap at the shoreline, while soft sand stretches along the beach, interspersed with small scattered shells.

4.96 out of 5 average rating, 100 reviews

Magical Gateway in Naples FL

You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

A spacious screened-in lanai features a heated pool with a shallow area for children. Luxury chaise lounges are positioned near the pool, offering comfortable seating. The outdoor space is designed for relaxation and enjoyment, with clear views of the surrounding greenery.

4.95 out of 5 average rating, 133 reviews

LUXE Oasis | 10 min Beach • HTD Pool+5th Ave •Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

A bright living area is furnished with comfortable sofas and a coffee table. Light blue walls enhance the spaciousness, while a ceiling fan circulates air. A large television is mounted on the wall, and glass doors offer a view of the outdoor pool area.

4.97 out of 5 average rating, 151 reviews

Beachy Chic house Free bikes/SUPs Less mile beach

Beautifully renovated beach house walking or short bike ride to everything you need to enjoy Marco Island's beautiful weather. New, designer furnishings decorated in beachy chic. 3 bed, 2.5 bath. Great location 7/10 mile from Tigertail beach. 3 min bike ride or short walk to beach. Beautiful large pool and screened lanai for al fresco dining. Walking to many restaurants. Everything you need for fun at in the sun: Bikes, umbrella, cooler, beach towels. Enjoy paradise at your own pool home!

4.93 out of 5 average rating, 14 reviews

A bright living space is characterized by high vaulted ceilings and natural light filtering through the windows. A cozy, dark sofa is paired with a small dining table and two stools. Decorative accents include a lamp and a patterned table runner, enhancing the inviting atmosphere.

Cabin in Everglades City

Everglades Fishing Cabin

Escape to the heart of the Everglades in this serene waterfront cabin. This 1 bedroom 1 bath cabin is designed for anglers and nature lovers, with a private dock, fish cleaning station, and plenty of space to store your gear. No boat? No problem! Enjoy activities like shoreline fishing, air boating , kayaking or kick back and float in the heated pool. Whether you're a seasoned fisherman or just looking for a peaceful escape, this cabin offers the perfect blend of adventure and relaxation.

4.89 out of 5 average rating, 149 reviews

A well-maintained entrance is framed by a landscaped area featuring a pink flowering tree and small shrubs. The pathway, made of pavers, leads to an archway, while a garage door is visible to the right, complementing the modern architectural style.

Guesthouse in Ave Maria

Cozy, private two-room suite

A cozy, modern space in a family-friendly town. This two-room apartment with private entrance is in walking distance of the University, restaurants, shops and a Publix grocery store. Equipped with kitchenette. Smart tv in living area. A queen-sized bed with a full bathroom and a walk-in closet. Twin air mattress and Pack ‘n play available. Amenities in town include a waterpark with waterslides and swimming lanes, playgrounds, walking and bike trails, tennis and pickleball courts.

A screened-in outdoor area features a clear blue inground pool alongside a jacuzzi, both surrounded by stone pavers. Lush greenery is visible beyond the enclosure, providing a serene backdrop. Comfortable seating awaits for relaxation in this private oasis.

4.93 out of 5 average rating, 136 reviews

Venetian Photoshoot - La Dolce Vita

Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

4.81 out of 5 average rating, 199 reviews

A spacious building with a modern design is flanked by palm trees under a clear blue sky. The entrance is marked by a covered area, with a parking lot visible in the foreground, offering ample space for vehicles.

Condo in Everglades City

Everglade Isle Palms Condotel w/ Pool & Boat Ramp

It’s island time! Welcome to your home base for exploring the Florida Everglades. With all the comforts of home, our Condotel will be your ideal vacation spot. Explore Everglades National Park, the 10,000 islands, airboat tours, and more! Bring your boat or rent one for saltwater, brackish, & freshwater fishing- all from this unique & pristine area. Located in the heart of town, you’ll be in walking distance of several restaurants, ice cream parlors, and the grocery store.

The illuminated pool glistens in a tranquil setting, adorned with floating yellow lily candles. Lounge chairs with striped towels are positioned beside the water, while soft lights provide ambiance around the area, creating a serene space for relaxation.

4.97 out of 5 average rating, 143 reviews

Top-rated luxury pool home in prime location

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🏠Newly renovated & professionally designed 👙Amazing pool and outdoor kitchen (including grill, pizza oven, fridge)! 🏖️4 mins to beach 🌊Beach chairs, umbrellas, beach wagon & bikes 🐶Low pet fee; we love our 4-legged guests! ✅Fully stocked chef’s kitchen 🛌🏽Super comfortable beds for ultimate comfort and sleep 💻 High speed internet with dedicated workspace 😊24/7 local & professional host support!

4.94 out of 5 average rating, 33 reviews

The waterfront view showcases two distinct buildings set against a clear blue sky. Palm trees frame the scene, with docks leading to the water. The main house features large windows, while the adjacent building offers a charming contrast with its elevated structure.

Home in Everglades

Lostman's Lodge -Everglades City, Sunset View,Pool

Escape to the serene beauty of Everglades City at Lostman's Lodge, a spacious and beautiful waterfront property. This retreat offers accommodation for up to 10 guests, making it perfect for families, groups of friends, or couples seeking a tranquil getaway. With a main house and a charming pool house, a screened-in pool and hot tub, a dock, and amazing views of the water, this home is a true slice of paradise. It is not just a vacation rental; it's an experience!

The image depicts a screened-in swimming pool area with a clear blue water surface. The surrounding patio features a smooth concrete finish. Lush greenery lines the pool's edge, and a calm waterway is visible in the background, framed by palm trees and waterfront homes.

4.98 out of 5 average rating, 322 reviews

⭐ Rare Waterfront Western Exposure Vacation Home

This dream getaway home is located in the heart of Marco Island with everything you need for an unforgettable trip! Enjoy the convenience of being only minutes away from South Marco Beach, with its white sand and clear blue skies, and the best restaurants such as Da Vinci's, Marco Prime, The Snook Inn, The Oyster Bar and shopping on the Island! Wind down your day watching breathtaking Western exposure sunsets from your own waterfront patio and dock...

Popular amenities for Glades rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 113 reviews

An inviting outdoor space features a heated pool beside a hot tub, while comfortable seating arrangements are visible. A dining area is adorned with modern green chairs, and sliding doors provide access to the interior. A pink inflatable flamingo adds a playful touch to the pool area.

Home in Naples Park

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

5 out of 5 average rating, 9 reviews

The outdoor pool area is enclosed by a screened lanai, showcasing a tranquil setting with palm trees and water views. Comfortable lounge chairs line the poolside, while the surface reflects the colors of the sunset, providing a serene atmosphere.

Home in Bonita Springs

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

4.97 out of 5 average rating, 203 reviews

A private outdoor space features a saltwater pool and hot tub, surrounded by lush greenery. Comfortable seating arrangements include a fire pit and outdoor dining area, all sheltered under a screened enclosure, providing a tranquil setting for relaxation.

Home in Naples Park

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

A modern single-story home is showcased with a sleek facade and an inviting entryway. A well-maintained driveway leads to a garage, with green landscaping and carefully arranged plants adorning the front. Large windows allow natural light to fill the interior space.

4.98 out of 5 average rating, 96 reviews

Flamingo Paradise 4 min walk from Beach Access.

A vibrant blue island home with a welcoming front entrance, surrounded by manicured green grass. Lush tropical plants and flowering shrubs enhance the landscape. A paved driveway leads to a single-car garage, under a light-colored roof, set against a bright sky.

4.97 out of 5 average rating, 256 reviews

Island lifestyle family vacation home (Salt Pool)

The exterior of a modern single-story residence features a combination of light and dark wood paneling, complemented by a sleek stone pathway. A paved driveway leads to an attached two-car garage. A lush green landscape with minimal plantings is present in the front yard.

5 out of 5 average rating, 75 reviews

JAmbers Marco Island Home w/Heated Pool

5 out of 5 average rating, 15 reviews

Waterfront with resort style pool/hot tub/fire pit

4.9 out of 5 average rating, 20 reviews

Island Breeze Haven by HEAT Properties

Condo rentals with a pool

A tranquil waterfront view captures the shimmering water reflecting hues of orange and pink during sunset. Several boats are docked at a nearby marina, framed by lush palm trees and the soft glow of lights along the pathway.

4.98 out of 5 average rating, 107 reviews

Riverside Paradise!

An open living area features a comfortable, light-colored couch paired with two wooden chairs. A flat-screen TV hangs above a modern electric fireplace, which adds warmth. Large glass doors provide a view of the waterfront, while soft curtains frame the serene scene.

4.95 out of 5 average rating, 183 reviews

Amazing New Seaside Condo-5 fl View -Best Building

4.9 out of 5 average rating, 164 reviews

A serene beach scene captures the golden hues of sunset over calm waters. Several wooden posts are visible in the sand, while a figure holds a child on one of the posts. Another individual is seen photographing the moment, adding a sense of warmth to the atmosphere.

Condo in Old Naples

Studio- Olde Naples, 2 blocks to beach Studio unit

Condo in Fort Myers Beach

4.82 out of 5 average rating, 113 reviews

Gulf Views & Sunsets | Estero Beach Tennis 206C

4.94 out of 5 average rating, 102 reviews

A cozy living area features a spacious light-colored sofa and two armchairs, complemented by a glass-topped coffee table. A ceiling fan provides airflow, while natural light pours in through large glass doors. A television is mounted on the wall, enhancing the room's functionality.

Condo in Park Shore

Lush tropical 1st floor getaway in Naples

A serene beach scene captures a person walking along the shoreline. Soft white sand meets gentle turquoise waves under a bright blue sky dotted with clouds. The horizon stretches into the distance, creating a sense of openness and tranquility.

4.92 out of 5 average rating, 171 reviews

Seahorse, By The Beach

A tranquil pool area is showcased, surrounded by lounge chairs and palm trees. The inviting water reflects the blue sky and waterfront views of lush greenery. The building nearby features a light exterior, complementing the serene atmosphere of the space.

4.99 out of 5 average rating, 128 reviews

Waterfront View, Boat Dock, Pool Wildlife &Fishing

A modern living area features a spacious gray sectional sofa adorned with decorative pillows. A low black media unit houses a flat-screen television. Natural light flows through large sliding glass doors, leading to a balcony with seating, adorned with vibrant green foliage outside.

4.96 out of 5 average rating, 193 reviews

Newly renovated and beautiful condominium

Other vacation rentals with a pool

The open living and dining space is illuminated by natural light, featuring a neutral palette and modern furnishings. Floor-to-ceiling windows provide unobstructed views of the ocean, while a cozy seating area and a dining table invite relaxation and enjoyment of the surroundings.

5 out of 5 average rating, 17 reviews

November special: Beachfront unit w/amazing views

5 out of 5 average rating, 11 reviews

Apartment in Naples

Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater

4.99 out of 5 average rating, 98 reviews

A bright pool area features a sparkling blue swimming pool surrounded by beige stone tiles. Comfortable lounge chairs are positioned alongside the pool, with a shaded gazebo in the background. Lush greenery and palm trees create a serene atmosphere, enhancing the outdoor experience.

Cottage in Naples Park

Sugar Beach Bungalow With a Pool!

4.86 out of 5 average rating, 7 reviews

Sweet Home Ross | 5 min Beach | 8 PPL | Pool | BBQ

A spacious outdoor area features a refreshing pool with gently rippling water. Two pink floatation devices rest on the water's surface. Light-colored lounge chairs are positioned nearby, and the house is framed by lush greenery, creating an inviting space for relaxation.

5 out of 5 average rating, 22 reviews

Waterfront w/Pool & Patio - Close to Everything

A modern living area is presented with white furnishings and light wood flooring. An elegant chandelier hangs above, while a linear fireplace adds sophistication. Large windows allow natural light, and artwork adorns the walls, contributing to a stylish and open atmosphere.

5 out of 5 average rating, 19 reviews

Modern Home in Naples w/ Heated Pool

5 out of 5 average rating, 7 reviews

A bright living area is highlighted by a comfortable sectional sofa and elegant coffee table. Nearby, a dining space with a wooden table and six chairs is visible. Decorative plants enhance the ambiance, while a ceiling fan circulates air. Natural light fills the room from large windows.

Condo in Naples

Stunning 3BR Naples Condo with Tropical Views