Holiday rentals with a pool in Everglades

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, 152 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

FamilyValueSkiing

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, 138 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.

FamilyLocationNearby

5.0 out of 5 average rating, 100 reviews

JAmbers Marco Island Home w/Heated Pool

Welcome to The Modern Oasis on Marco Island, a NEW CONSTRUCTION (Completed January 2023) luxury getaway nestled in the island’s most coveted & conveniently located neighborhood! The Modern Oasis is a short stroll from the salty Gulf Coast sea & pristine Public Beach. Explore the island with ease & walk to Boutique Shops, Fine Dining like Marco Prime, & Entertainment like Marco Movie Theater too. Get active & discover top-rated Golf Courses, Public Pickleball Courts, Nature Preserves, & more!

ValueLocationAccess

4.92 out of 5 average rating, 185 reviews

Home in East Naples

An Egret named Eddie

Home has 3 bedroom and 2 full baths, entire home and pool deck has travertine. Nice landscaping around the home. All bedrooms have good tv package. Furnishings are very good. Home has very comfortable feel. Large screen lanai has insulated roof, stays cool. The heated pool is large, 45 feet long, 3 sheer descending falls and has 6 led colored lights. Home is very tranquil and in a quiet area, just down the street to 5th ave shops and restaurants. New Publics food store just across street.

ValueLocationCheckout

4.97 out of 5 average rating, 118 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

FamilyValuePool

4.87 out of 5 average rating, 129 reviews

A large community pool is framed by a spacious patio area, with lounge chairs neatly arranged around it. A clubhouse with a distinctive roof is visible in the background, surrounded by palm trees and lush landscaping. The sky is partly cloudy, contributing to a bright atmosphere.

Flat in North Naples

Oasis Naples Condo 2BR/2Bath

Soak up the warm southwest Florida sun and enjoy a clean modern home with gorgeous views. This newly renovated condo is a short 5 minute car ride to Naples Beaches and 15 minutes to downtown. Two bedroom, two full bath home is the perfect quiet place for a couple’s retreat or for working remotely with high speed internet. The main pool IS open dawn to dusk!!! It’s a two minute walk within the community! (The smaller pool by the condo is closed and still waiting for completion.)

LocationValueParking

4.93 out of 5 average rating, 199 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.

FamilyValueBiking

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, 118 reviews

Flamingo Paradise 4 min walk from Beach Access.

Time, and worries of the rest of the world, will melt away as you are captured by the serenity of this beautiful location. This 3 bedroom home accommodates up to 8 guest, all with its own private heated pool. This is the best option to create the story of a perfect vacation with family and friends. This house is newly renovated with a modern look steps away from the beautiful white sanded beach. Its fully equipped with gym, laundry, BBQ, and even with bikes for the whole family.

FamilyLocationNearby

4.97 out of 5 average rating, 284 reviews

Home in Isles of Capri

Island lifestyle family vacation home (Salt Pool)

A stylish, Island Style home perfect for vacationing with your own private heated pool. The West Hilo Home sleeps 8 and is within 3 blocks of local restaurants that feature dining on the water in sunny Isles of Capri. Enjoy laid back island life- including kayaking, boating, fishing and jet skiing just minutes away. Neighboring Marco Island is less than 10 minutes by car and famous for their powder white sand beaches. Or relax at home grilling by the pool while the sun sets.

ValueLocationLong stay

4.87 out of 5 average rating, 210 reviews

"Stunning Waterfront Oasis: Pool & New Seawall"

Discover our stunning 3-bed/2-bath Marco Island home for 6. Relax in our private pool and enjoy the brand-new seawall. Our boat LIFT is pending. Direct Gulf access from our backyard, near top Naples beaches & shops. Important Note: Local regulations strictly prohibit excessive noise and loud music. Violations are subject to substantial fines. And subject to immediate cancellation of reservations. Thanks for keeping Marco Island serene. (No pets, NO parties, & NO trailers).

FamilyLocationPool

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.

4.93 out of 5 average rating, 168 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.

LocationFamilyIndoor spaces

4.82 out of 5 average rating, 233 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.

FamilyLocationWalkability

Popular amenities for Everglades rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An open living space features a spacious couch adorned with decorative pillows, complemented by a wood coffee table and stylish accent stools. Large sliding glass doors provide a view of the outdoor seating area, while natural light fills the room through the windows.

4.97 out of 5 average rating, 108 reviews

Fun-Filled Retreat: Pool, Game room, pets welcome!

LocationFamilyGrill

Two white lounge chairs are positioned by the water's edge, accompanied by a small table holding a bottle of champagne and two glasses. Palm trees line the picturesque canal, which is embraced by lush greenery and lovely waterfront homes under a bright blue sky with fluffy clouds.

4.95 out of 5 average rating, 117 reviews

Island Oasis-Waterfront Pool home! WALK TO BEACH!

FamilyValueOutdoor spaces

4.95 out of 5 average rating, 99 reviews

Home in Naples Park

560 Perfectly Situated · Walk 2 Beaches & The Ritz

LocationFamilyAccuracy

An inviting outdoor space features a heated pool and spa, enclosed by a fine mesh screen. Comfortable seating areas are arranged nearby, complemented by lush greenery. Sunlight streams through the enclosure, highlighting the tranquil atmosphere of this private oasis.

4.89 out of 5 average rating, 142 reviews

Private Oasis in the of Naples Heated Pool/Spa

FamilyValueHospitality

4.98 out of 5 average rating, 122 reviews

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.

Home in North Naples

Luxurious Naples Home. Heated Pool. Mins to Beach.

FamilyValueTV

4.89 out of 5 average rating, 106 reviews

“Villa Mango”

LocationValueDecor

4.9 out of 5 average rating, 176 reviews

Home in East Naples

Private Pool Retreat • 5th Ave + Beach Nearby

ValueLocationSleep quality

4.96 out of 5 average rating, 156 reviews

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.

Home in East Naples

Coastal Getaway *Heated Pool *3 King Rooms

FamilyValueAmenities

Apartment rentals with a pool

4.96 out of 5 average rating, 344 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

ValueLocationWifi

The sun sets over a sandy beach, casting warm hues across the horizon. Silhouettes of individuals walking on the beach are visible, with gentle waves lapping at the shore. Soft clouds create a dreamy atmosphere as the scene captures a serene moment by the water.

4.9 out of 5 average rating, 109 reviews

Marco Island Beach Across Street

LocationValueAccess

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, 278 reviews

By the Ocean

LocationValueWifi

Apartment 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.

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

ValueLocationDecor

4.94 out of 5 average rating, 192 reviews

4.97 out of 5 average rating, 209 reviews

Newly renovated and beautiful condominium

ValueLocationDecor

4.92 out of 5 average rating, 143 reviews

A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.

Apartment in Old Naples

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

LocationFamilyGetting around

The living space features new furnishings, including a light-colored sofa and armchair, complemented by a round wooden table. A large glass door offers views of Factory Bay, while a modern ceiling fan provides a refreshing breeze.

4.99 out of 5 average rating, 130 reviews

Chic Top-Floor Condo: Gulf & Sunrise Views

ValueLocationGetting around

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.

4.97 out of 5 average rating, 133 reviews

Riverside Paradise!

FamilyLocationSleep quality

Other holiday rentals with a pool

4.99 out of 5 average rating, 104 reviews

The modern exterior of a luxurious house is showcased, featuring a sleek facade with a mixture of light and dark materials. A well-maintained lawn surrounds the property, complemented by neatly trimmed shrubs and flower beds. A spacious driveway leads to a two-car garage.

Villa in Marco Island

BEACH 5 MIN WALK | HEATED POOL | OUTDOOR KITCHEN

ValueLocationPool

4.9 out of 5 average rating, 198 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.

Guest house in Ave Maria

Cozy, private two-room suite

FamilyLocationCleanliness

4.95 out of 5 average rating, 145 reviews

A spacious bedroom is featured, showcasing a large bed with light-colored bedding. A modern dresser and mirror are positioned across from the bed. Ambient lighting is provided by wall-mounted fixtures. Dark curtains frame the window, complementing the room's sleek design and light marble flooring.

Home in Ave Maria

The Heaven House with Pool Table and Golf Cart

LocationFamilyAir conditioning

4.89 out of 5 average rating, 27 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

LocationFamilyAir conditioning

Holiday home in Everglades

A two-story house features a light blue exterior with multiple windows. The inviting pool, illuminated in green, is surrounded by a paved patio. Comfortable lounge chairs and a dining table can be seen adjacent to the pool, providing ample space for relaxation and outdoor dining.

4-bedroom house with pool steps from the dock!

ValueLocationHospitality

4.86 out of 5 average rating, 29 reviews

Superhost

An outdoor grilling area features a stainless steel gas grill positioned on a sturdy black cart. A preparation table is nearby, with additional tools and supplies neatly displayed. A window in the background offers a view into the cabin's exterior.

Cabin in Everglades

cabin 2b

FamilyLocationBathroom

4.76 out of 5 average rating, 50 reviews

5.0 out of 5 average rating, 66 reviews

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

LocationFamilyAmenities

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.