Holiday rentals with a pool in Everglades

4.96 out of 5 average rating, 334 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 Lely Resort

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

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, 139 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

4.99 out of 5 average rating, 252 reviews

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Pelican

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

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, 128 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.

4.97 out of 5 average rating, 104 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

🏡 THIS LUXURY PROPERTY IS IDEAL FOR FAMILIES/SMALL GROUPS (SLEEPS 8) YOU HAVE MADE IT! You are now viewing one of the most unique properties in Naples 🌴 & here is why: 🌳 This property is on 2.5 acres of land & VERY private 🏖️ Beach is only 12 minutes away 🍽️ 10 minutes from heart of the city (Dining, shopping, nightlife) 🏊‍♂️ Heated saltwater pool/spa ⛳ Golf putting green 🎾 2 Pickleball Courts 🏓 Ping Pong table W/AC in garage 🏀 Adjustable Basketball Hoop 💻⚡ Blazing fast WIFI

The serene backyard features a heated in-ground pool surrounded by lush landscaping and a hot tub. A screened patio offers a dining table and lounge area with inviting cushions. The open concept kitchen and living space are visible, showcasing modern appliances and ample seating for relaxation.

4.97 out of 5 average rating, 102 reviews

Attention Naples Lovers! Entire Home w/Pool&HotTub

Enjoy the heart of Naples from a modern vacation home located in a quiet, safe neighborhood with a private hot tub, heated pool, and screened patio. Stay in and have a wine night in the stunning, open-space kitchen island or go out and enjoy the many fine dining and beautiful beach views that Naples has to offer - minutes away! The home is newly renovated with new appliances, new furniture, a new hot tub, and a heated pool to savor Florida right in your own fully fenced private backyard.

4.93 out of 5 average rating, 192 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

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.

4.82 out of 5 average rating, 228 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.

Apartment in Everglades

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, 331 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.

4.87 out of 5 average rating, 200 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.

4.9 out of 5 average rating, 118 reviews

A spacious lanai features two vibrant green chairs and a small table, overlooking a tranquil body of water. Lush greenery and a wooden bridge are visible, creating a serene view that enhances the outdoor living experience.

Apartment in Park Shore

Park Shore Resort258 Top Loc. View, Pool, Tennis +

Naples’ Hidden Gem: Park Shore Resort – Just a mile from the Gulf’s sandy shores, this apartment is your serene escape in the heart of Naples. Experience the vibrant local life, just steps from top dining and shopping. Indulge in the contemporary living spaces, complete with expansive windows offering panoramic views of the picturesque grounds. Your dream vacation with all-inclusive amenities and easy beach access is waiting for you.

4.91 out of 5 average rating, 182 reviews

Home in Fort Myers

Dive into Luxury: Stunning Tropical Home & Pool

Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Popular amenities for Everglades rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Luxe

5 out of 5 average rating, 4 reviews

Clifton Court

A welcoming entrance to the home features a spacious front porch with double doors framed by large, arched windows. Lush landscaping includes various plants and stones, creating a well-defined pathway leading to the entrance. The architecture incorporates a tile roof and a modern design.

4.99 out of 5 average rating, 78 reviews

Gorgeous Marco Island Pool Home near Mackle Park!

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

5 out of 5 average rating, 34 reviews

Home in South Naples

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

A spacious driveway leads to a charming single-family home surrounded by lush greenery. Tall palm trees and vibrant landscaping frame the entrance, enhancing the serene ambiance of the retreat. The home is set back from the road, offering a private and tranquil atmosphere.

4.94 out of 5 average rating, 159 reviews

Venetian Photoshoot - La Dolce Vita

4.95 out of 5 average rating, 39 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

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, 110 reviews

Flamingo Paradise 4 min walk from Beach Access.

4.92 out of 5 average rating, 259 reviews

Two striped lounge chairs are positioned near a private heated pool, surrounded by a screened enclosure. The pool area offers a serene view of tropical greenery beyond the glass, providing a tranquil atmosphere for relaxation.

Home in East Naples

Heated Salt Pool Retreat• Minutes to 5th ave Beach

Apartment rentals with a pool

4.9 out of 5 average rating, 261 reviews

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

Apartment in Sanibel

Rare walkout condo on Sanibel beach

Apartment 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, 122 reviews

Beachfront fully equipped apartment

4.97 out of 5 average rating, 142 reviews

A living area features a black leather sofa, accent chairs, and a flat-screen TV on a light-colored media console. Two framed botanical prints are displayed on a yellow wall, while large sliding glass doors provide sweeping views of the bay and natural light.

Apartment in Punta Rassa

2nd Floor Beachfront Condo Sanibel Harbour

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, 202 reviews

Seahorse, By The Beach

A modern living area is showcased, featuring a sleek wall-mounted TV and an electric fireplace beneath. Large glass doors provide access to the private lanai, while natural light enhances the space. The dining table with a decorative centerpiece adds to the inviting ambiance.

4.98 out of 5 average rating, 180 reviews

2BD Luxury Seaside Escape-Breathtaking Views-Pool!

Apartment in Bonita Springs

An aerial view captures a sprawling landscape featuring residential areas interspersed with waterways. The horizon showcases the ocean, with buildings lining both sides of the main road. Lush greenery surrounds the area, providing a sense of tranquility and connectivity to nature.

4.95 out of 5 average rating, 149 reviews

Amazing Condo-1 mile from Bonita Beach

4.92 out of 5 average rating, 171 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

4.96 out of 5 average rating, 117 reviews

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

Apartment in Sanibel

100+ 5 Star Reviews and Right on The Beach!

Other holiday rentals with a pool

5 out of 5 average rating, 27 reviews

Apartment in East Naples

Naples Luxurious Resort Retreat with Lazy River

Superhost

Apartment in Sanibel

4.91 out of 5 average rating, 11 reviews

Sandy Bend 2

5 out of 5 average rating, 5 reviews

Waterfront Sunrise View! Marco Island Condo

5 out of 5 average rating, 17 reviews

A motor yacht named Story is anchored, showcasing a sleek white exterior. The back features a spacious upper deck with a canopy, along with a flag displayed prominently. Lush green trees line the background, indicating a natural setting along the water.

Boat in Naples

Story

4.85 out of 5 average rating, 40 reviews

A welcoming living area is presented with a light-colored sofa adorned with green accent pillows. A wooden coffee table sits centrally, accompanied by a decorative plant. Natural light filters through nearby windows, illuminating the space which features hardwood flooring and tasteful artwork on the walls.

Apartment in Naples

Marina Paradise in Naples, Florida!

4.83 out of 5 average rating, 78 reviews

The exterior of the cabin is shown, featuring wooden siding and a screened porch with blue curtains. A staircase leads to the entrance, and a 'For Sale' sign is prominently displayed on the latticework. Greenery surrounds the structure, adding a natural touch.

Cabin in Everglades

cabin2A screen room view of your dock nice view

4.88 out of 5 average rating, 26 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

Everglades Fishing Cabin

A sparkling pool is surrounded by well-maintained landscaping, featuring lush greenery and palm trees. Comfortable seating arrangements, including lounges and chairs, are positioned nearby on a spacious patio, offering a serene outdoor space for relaxation.