Holiday rentals with a pool in Everglades

5 out of 5 average rating, 100 reviews

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from Vanderbilt Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with a new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest ❤️ Simply the most perfect cozy retreat for your beach getaway🏖️

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

Waterfront View, Boat Dock, Pool Wildlife &Fishing

Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. One block from Snook Inn! Adjacent Pool Steps Away from Back Patio. NEWLY REMODELED! Pool & Patio Overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor with 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

4.94 out of 5 average rating, 104 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.

Apartment in Park Shore

Lush tropical 1st floor getaway in Naples

Whether you're looking for a family-oriented or quiet, romantic vacation, we've got you covered! Our unit is tucked away at the south end of our complex where the trickle of the waterfall outside your lanai is the perfect backdrop to enjoying your morning coffee or perhaps a vacation cocktail! Our unit is completely remodeled in an updated coastal-chinoiserie style that is a combo of classic and contemporary, but also livable (we have two young children). Perfect backdrop to your time in SW FL!

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, 108 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 living area features a comfortable grey sofa adorned with decorative pillows, complemented by a dark accent chair. A modern coffee table sits centrally, with light streaming in from a nearby window. The space is enhanced by elegant artwork and fans overhead.

4.95 out of 5 average rating, 135 reviews

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

Lovely Pool/Spa bungalow, located in Naples Park, 1.5 miles from Vanderbilt Beach. Across the street from Marcato shopping center, Whole Foods, Cinema, restaurants and clubs. The unit is in pristine shape and features elegant furnishings and decor, tile floors throughout, granite counters in the kitchen, stainless steel appliances, impact windows and all white linens. Private screened in patio at the front and shared backyard area with pool/spa and BBQ. King Bed and Queen Sleeper Sofa.

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, 262 reviews

Island lifestyle family vacation home (Salt Pool)

A stylish, brand new island 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.

An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.

4.99 out of 5 average rating, 151 reviews

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

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.

4.94 out of 5 average rating, 144 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.

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.

4.81 out of 5 average rating, 203 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 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, 144 reviews

The Breakaway: Heated Pool with Outdoor Kitchen in

💰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!

4.8 out of 5 average rating, 140 reviews

Lounge chairs are positioned beside a pool adorned with a bright pink flamingo float. Lush greenery surrounds the area, providing a tropical ambiance. Soft white towels are neatly rolled on each chair, and a patio of brick pavers leads to the calm blue water.

Flat in Naples Park

563 Park Place | Bougain"Villa" | Mins to Beaches

Welcome to 559 Park Place | BougainVilla! Tropical colors make life feel like a permanent vacation in this beautifully decorated, modern Villa. The BougainVilla is freshly updated & fully equipped with all of the comforts of home. Located in the heart of the Vanderbilt Beach area, just minutes to the beaches & the Mercato Shopping & Dining District. This space is designed for our guests & their families to have everything they may need while on vacation.

A spacious outdoor area features a rectangular pool surrounded by lounge chairs. A covered seating area is visible to the left, with a shaded structure supported by wooden beams. Lush greenery and palm trees add a tropical ambiance, complementing the exterior of the home.

4.92 out of 5 average rating, 114 reviews

Private Heated Pool | Playset | Near the Beach!

Just minutes from the beach, Flamingo Feliz is a cheerful 3-bedroom getaway with a brand-new pool, cozy tiki lounge, and family-friendly extras. Enjoy smart TVs in every room, a fully stocked kitchen, beach gear, bikes, and plenty of space to relax. The heated pool (heating avail. Oct–May) and outdoor living areas make it perfect for a sunny Florida escape. Located near 5th Ave dining, shops, and Naples' best beaches—everything you need for a laid-back vacation!

Popular amenities for Everglades rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting outdoor space showcases a curvy swimming pool surrounded by several sun loungers. Lush palm trees provide shade, while views of the canal and dock area are visible in the background, creating a serene waterfront atmosphere.

5 out of 5 average rating, 24 reviews

Total Haven on Marco Island

A single-story home is framed by lush greenery and colorful landscaping. A welcoming entryway is visible, featuring arched windows and a shaded porch. The driveway leads to a garage, with palm trees swaying gently in the breeze under a clear blue sky.

5 out of 5 average rating, 41 reviews

NEW Island Paradise With Private Heated Pool/Dock

The exterior showcases a single-story home framed by lush palm trees and a manicured lawn. A two-car garage is visible, and large windows are adorned with decorative arches.

4.94 out of 5 average rating, 124 reviews

❤️ Extraordinary Waterfront Vacation Home

An expansive lanai features a shimmering pool with a waterfall-edge spa and in-pool loungers. The outdoor space is surrounded by a screened enclosure, providing views of well-kept greenery. A comfortable seating area and dining space are visible in the background, enhancing the outdoor living experience.

5 out of 5 average rating, 24 reviews

Pool Home Minutes to the Beach

A newly constructed home is shown from the street, featuring a light-colored façade with a welcoming entrance. The well-maintained lawn is bordered by colorful plants, and a paved driveway leads to a spacious garage. Clear blue skies complement the serene neighborhood setting.

4.98 out of 5 average rating, 198 reviews

Amazing New Tahiti House in Marco Island!

4.97 out of 5 average rating, 114 reviews

A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.

Home in Bonita Springs

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

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.

4.97 out of 5 average rating, 207 reviews

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

4.91 out of 5 average rating, 104 reviews

Entire House with Heated Pool Near the Beach

Apartment rentals with a pool

4.93 out of 5 average rating, 164 reviews

A resort-style pool is surrounded by tropical palm trees, with waterfalls cascading from built-in rocky features. The clubhouse is visible in the background, featuring light-colored siding and large windows. Lounge chairs are scattered around the pool area, inviting relaxation.

Apartment in Naples

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

Aerial view showcases a beachfront condo complex with multiple buildings surrounded by palm trees. The sandy beach and ocean are visible in the background, with lounge chairs arranged along the shore. A heated pool and landscaped areas can be seen within the property, contributing to a serene coastal setting.

4.94 out of 5 average rating, 171 reviews

Marco Beach Ocean Resort 707

4.96 out of 5 average rating, 321 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

Apartment in Bonita Springs

A row of modern condos is situated along a sandy beach, with palm trees lining the shore and the Gulf of Mexico visible in the foreground. The sky is partly cloudy, offering a serene coastal view.

4.8 out of 5 average rating, 116 reviews

Oceanview unit. Completely remodeled Pool is open!

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, 176 reviews

Seaside Coastal Condo

4.92 out of 5 average rating, 166 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

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, 195 reviews

Newly renovated and beautiful condominium

Apartment in Bonita Springs

A cozy sleeping area features a queen size bed dressed in a nautical-themed quilt. A small refrigerator and microwave are visible, along with a dresser and television. Light enters through a shuttered window, complementing the soft blue walls.

4.83 out of 5 average rating, 226 reviews

Cozy studio 1.3 miles to Barefoot Beach

Other holiday rentals with a pool

Apartment in Bonita Springs

A panoramic view of the Gulf of Mexico is captured from the fifth floor. The ocean's varying shades of blue meet the sandy beach, lined with palm trees. A beach house is visible near the shoreline, enhancing the coastal atmosphere.

4.94 out of 5 average rating, 35 reviews

Oceanview Oasis on Bonita Beach Bld3 Floor5

5 out of 5 average rating, 13 reviews

Apartment in Naples

Naples Luxurious Resort Retreat with Lazy River

4.93 out of 5 average rating, 45 reviews

A private balcony is showcased with a wooden table and two woven chairs, providing a view of palm trees and sunset colors in the sky. A ceiling fan is mounted above, and a decorative rug adds warmth to the space.

Flat in Marco Island

Best Waterfront Retreat 406

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, 25 reviews

Waterfront w/Pool & Patio - Close to Everything

4.97 out of 5 average rating, 31 reviews

A bright living area showcases comfortable seating arranged around a coffee table. Large windows allow natural light to fill the space, complemented by a bold floral accent wall. The fully equipped kitchen features a generous countertop with seating for four.

Flat in Naples

Beachy Escape: 2BR/2BA w./ Pool, Gym, and Theater

Apartment in Fort Myers Beach

4.93 out of 5 average rating, 15 reviews

Beachfront, Estero Beach Tennis 708A Weekly Stays

5 out of 5 average rating, 32 reviews

A welcoming living space features a cozy gray sofa and a blue area rug. A glass dining table complements black chairs. Light filters through large windows adorned with navy curtains, revealing views of the outdoors.

Flat in Marco Island

Amazing newly renovated condo

An aerial view showcases a modern waterfront condo complex, featuring several stories of white façades and balconies. In the background, calm waters are complemented by lush mangroves, while the clear blue sky enhances the serene setting.