Holiday rentals with a pool in Everglades

4.99 out of 5 average rating, 151 reviews

Pool House+Game Room, Moments to Beach & Downtown

Welcome to our Happy Place! This fully renovated Naples retreat sleeps 6 and blends modern comfort with family fun. Enjoy a bright open-plan living area, chef’s kitchen, and 3 bedrooms including a master with pool access. Step outside to your private screened oasis with heated pool, lounge seating, grill, canal and golf course views. The garage game room offers ping-pong foosball & arcade basketball. Just minutes to beaches, dining, and downtown, it’s the perfect getaway for relaxation and play.

An inviting heated pool is displayed within a retro-designed enclosure, featuring a striking patterned floor. Lounge chairs are positioned nearby, offering comfortable seating. Large screens protect against the elements while providing an unobstructed view of the surrounding greenery.

4.93 out of 5 average rating, 104 reviews

Luxury Design/Water-Heater-Pool/Pet friendly

Casa Vivir la Vida is a newly renovated home with luxury upgrades to ensure you with the most relaxing stay. - Heated Pool with Retro Design - 15 Min to Vanderbilt Beach area - 15 Min to Mercato Shops and Restaurants. - Designed for Families - Pet Friendly - Designe for up to 10 people, 3 bedrooms, 2 bathrooms, 5 beds and a futon - Free Parking - Laundry In Unit - Fully Equipped Kitchen - Huge Backyard with Gazebo. - Fast Wifi - Residential Neighborhood. - Barbecue Grill - 24/7 Available Hosts

An aerial view of a spacious outdoor area featuring a private heated pool, surrounded by greenery and lounge chairs. Colorful floats are seen in the water, while a shaded seating area offers a sense of relaxation. The home’s exterior is complemented by vibrant landscaping.

4.88 out of 5 average rating, 112 reviews

HGTV’s “Vacation House for Free” Marco Island Home

Beautifully decorated fishing, ocean, beach themed home. Featured on HGTV. Renovated and located on Marco’s only golf course. Private heated pool, hot tub, gourmet kitchen. We have a private gated side fence area that will accommodate your private fishing vessel if you so desire. Located only 3-5 Minutes from the beach, shops, parks and restaurants. Public boat ramps provide easy access to the 10,000 Islands and Everglades National Park is only a 45 min drive. Enjoy! It’s an island getaway!

A spacious private pool area features a heated pool and spa, enclosed by a screen for comfort. Lush greenery is visible through the arches, enhancing the serene setting. Modern lounge seating is positioned nearby, inviting relaxation and enjoyment.

4.97 out of 5 average rating, 108 reviews

Luxurious Naples Home. Heated Pool. Mins to Beach.

Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool/spa no jets, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.

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, 136 reviews

Dolphin Pardise Waterview, Wildlife, Pool &Fishing

Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. 1 block from Snook Inn! Adjacent Pool Steps Away from Patio. NEWLY REMODELED! Pool & 2 Private Patios overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor -no steps. If you love water and WILDLIFE, this place is for you! Fishing on the dock-Fishing Poles and Tack Supplied, pull your boat right to the back door. TONS of wildlife. Dock is lit at night, watch the sea life! NON SMOKING UNIT

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.

4.97 out of 5 average rating, 122 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.

The image showcases a bright, inviting pool area featuring clear blue water illuminated by string lights above, creating a relaxed atmosphere. Surrounding spaces include a cozy living room with comfortable seating and a spacious kitchen area with modern fixtures and finishes.

4.96 out of 5 average rating, 145 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

4.94 out of 5 average rating, 156 reviews

An outdoor space is shown, featuring two lounge chairs with decorative pillows, positioned beneath a blue umbrella. A sleek, modern side table sits between them, complemented by a vibrant arrangement of flowers. Water fountains gently spray into the clear pool, surrounded by lush greenery.

Home in Naples Park

577 SunnyDaze | Private Heated Pool | Walk 2 Beach

Welcome to 577 Sunny Daze! Located just 4 blocks from the gorgeous, white sands of Vanderbilt Beach, this heated pool home blends easy beach living w/ inviting coastal comfort throughout. Step outside to your private, lush tropical backyard, where the heated pool, tropical palms, & lush greenery create a peaceful oasis - perfect for morning coffee, afternoon swims, or evenings under the stars! If you've come to soak up the warm Florida sunshine, Sunny Daze is the perfect place to vacation!

4.92 out of 5 average rating, 182 reviews

The exterior of a cozy cabin is depicted, featuring a porch with a screened area. A gravel pathway leads to the entrance, while two green waste bins are positioned beside the building. A well-maintained shrub adds greenery to the setting.

Cabin in Everglades City

Everglades City waterfront cabin

Bring your boat to this waterfront community in the heart of the Everglades and the 10,000 Islands. Across from the Marjory Stoneman Douglas Visitor Center, Everglades Gulf Coast Center. Great fishing and boating community. The cabin is cozy and rustic. Sleeps up to 4 guests. There is a screened outdoor living space overlooking the water. Community heated pool. 20$ boat launch fee to be paid next door at Glades store. Loft space and utility room are off limits to guests.

Apartment in Everglades City

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.

4.82 out of 5 average rating, 222 reviews

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 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, 329 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...

A bright and airy open-concept living area features light blue walls and a spacious seating arrangement. A dining table is set for meals, while the nearby kitchen showcases minimal cabinetry and a dining nook with a table and chairs. Large windows provide natural light.

4.86 out of 5 average rating, 196 reviews

"Waterfront & OceanAccess Oasis with Private Pool"

Discover your perfect getaway at our stunning 3-bedroom, 2-bathroom home on Marco Island, accommodating up to 6 guests. Relax in your private pool or bring your boat and use our boat lift, easy Gulf access. Enjoy beautiful beaches, world-class dining, and shopping nearby in Naples. Our home is equipped for ultimate comfort, offering peaceful, family-friendly vibes. (No pets allowed, $$$ fine for violations), no loud music, trailers, or parties.

Popular amenities for Everglades rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

A spacious screened-in lanai area showcases a heated pool next to a hot tub, with the vibrant blue sky reflecting in the water. Palm trees frame the scene, providing a tropical ambiance. Lounge chairs are arranged nearby, inviting relaxation in a serene waterfront setting.

5 out of 5 average rating, 3 reviews

A Splash of Paradise I Waterfront Home on Marco

4.97 out of 5 average rating, 35 reviews

Home in Naples Park

Pool, Vanderbilt Beach, Mercato, Southern Exposure

The lanai features a heated pool surrounded by a spacious screened enclosure, offering views of lush landscaping and a serene lake. Sunlight reflects off the water, creating a relaxing atmosphere. Landscaping includes ornamental plants and palm trees, enhancing the tranquil setting.

5 out of 5 average rating, 35 reviews

Briarwood Paradise - The Briarwood Rental Company

4.9 out of 5 average rating, 10 reviews

Jewel of the Isle - Oceanfront Marco Property

4.97 out of 5 average rating, 99 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

A single-story home is set against a bright sky, featuring a spacious lawn framed by neatly trimmed bushes. Palm trees accentuate the entrance, and a screened porch is visible, showcasing the home’s inviting exterior. The driveway is paved, leading towards the entrance.

4.83 out of 5 average rating, 133 reviews

Your Island Paradise Awaits!!

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, 105 reviews

Flamingo Paradise 4 min walk from Beach Access.

5 out of 5 average rating, 44 reviews

Turtle Paradise/Pool/Heater/Gym/EV Charger/G Room

Apartment rentals with a pool

4.98 out of 5 average rating, 120 reviews

The image captures a view of a sandy beach leading to a pier extending into the ocean. Waves can be seen crashing against the pier, while green foliage frames the foreground, enhancing the natural coastal scenery under a clear blue sky.

Apartment in Old Naples

FUN AT THE BEACH

4.95 out of 5 average rating, 331 reviews

A spacious pool area is surrounded by lush palm trees and vibrant flowers. The water is calm, with small fountains creating gentle ripples. Loungers line the pool's edge, inviting relaxation under the sun. Sunlight reflects off the surface, enhancing the serene atmosphere.

Apartment in Naples

Lely Greenlinks Golf Resort Luxury Condo

A view from the property showcases a tree-lined road that leads towards the beach, with glimpses of the Gulf of Mexico visible in the distance. Lush palm trees frame the scene, highlighting the surrounding residential buildings.

4.98 out of 5 average rating, 121 reviews

Renovated - Minutes to beach access.

A spacious living area is filled with natural light, featuring a comfortable sectional sofa and armchair arranged around a coffee table. A flat-screen TV is mounted on the wall, with access to the open kitchen visible through an adjoining doorway.

4.92 out of 5 average rating, 224 reviews

Marco Island Beach Club 201 - Modern 2 bed/ 2 bath

A child stands on a sandy beach, holding a large shell with both hands. The clear blue sky and soft clouds create a bright backdrop, while the expansive shoreline leads to a tranquil ocean in the distance.

4.91 out of 5 average rating, 260 reviews

By the Ocean

A bright open-concept living area features a modern kitchen island with high wooden stools. A cozy seating arrangement, including a chair and a neutral sofa, is visible in the background. Natural light floods the space through large windows, highlighting the clean lines and contemporary decor.

4.97 out of 5 average rating, 190 reviews

Seaside Coastal Condo

The sunset casts a golden hue over the calm waters of the Marco River. Silhouettes of palm trees and docked boats frame the view, while the sky transitions through warm shades of orange and blue. Reflection of the sun dances on the water's surface.

4.95 out of 5 average rating, 122 reviews

Breezy Island Paradise on Marco River

4.92 out of 5 average rating, 170 reviews

A spacious living area features modern white armchairs positioned beside a stylish sofa. A table is set with decorative placements, and light enters through large sliding glass doors, framing views of lush greenery outside.

Apartment in Park Shore

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Other holiday rentals with a pool

5 out of 5 average rating, 7 reviews

Incredible location steps to beach and Marriott

5 out of 5 average rating, 11 reviews

Resort-Style Home w/ Pool, Mini Golf & Fire Pit.

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.

4.95 out of 5 average rating, 21 reviews

2 bed/2 bath Beachfront unit w/stunning views

5 out of 5 average rating, 5 reviews

Ole Lely Luxury | Lanai | 3BR+Office

5 out of 5 average rating, 66 reviews

Sunrise River View Dolphin Pool & Spa Olde Marco

5 out of 5 average rating, 11 reviews

beach cottage STEPS from restaurants & beach!

An aerial view of a waterfront neighborhood features neatly landscaped lawns and palm trees. The blue house with a grey roof is positioned along a canal, with boats seen passing by and a screened lanai visible in the backyard.

4.97 out of 5 average rating, 30 reviews

Marco Island Paradise Home with Pool & Dock

A spacious bedroom features a navy accent wall behind a white bed with striped linens. Adjacent, a modern bathroom is visible, showcasing a clean layout with white cabinetry. A well-equipped kitchen displays stainless steel appliances and a sleek island, while an inviting pool area is framed by a screened enclosure.