House holiday rentals 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.

An inviting collage showcases various areas of the Naples Holiday House. Bright outdoor seating is paired with an umbrella, while the living space features comfortable seating and coastal decor. A cozy dining area invites meals al fresco, and serene beach views complete the relaxing atmosphere.

4.95 out of 5 average rating, 198 reviews

Home Close To Beach & Downtown Naples

We have stellar reviews, come check us out & see for yourself. Stay at this downtown Naples relaxing 1,864 sqft, 4 BD (2-king beds & 2-queen beds+twin blow up), 2 BA home for the best of vacations. Minutes from 5th Ave beaches/shopping/food/activities. Bonus: 2 outdoor seating areas/ample entertaining space/BBQ/outdoor games (corn hole, jenga, putting green), 2 bikes & beach equipment for 8. If looking for a pool, we have resort access to 6 area resort pools (day rate fees apply). Message me!

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!

5 out of 5 average rating, 16 reviews

The exterior of Buttonwood Cottage features a striking green facade, complemented by large windows showcasing views of the canal. A wooden dock extends into the waterway, lined with comfortable seating options and surrounded by lush greenery reflecting in the calm waters.

Home in Everglades City

The Buttonwood Cottage!

Welcome to Buttonwood Cottage! Nestled alongside the serene Barron Collier Canal, Buttonwood Cottage sits just next to its beloved sister property, "The Cypress Cottage." Embracing the local essence, Buttonwood Cottage is designed to immerse guests in the natural beauty of the Everglades and it's rich local lore. Buttonwood Cottage is your perfect home base for your adventures in the surrounding national parks or the peaceful retreat you've been longing for in tranquil Everglades City.

A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.

4.99 out of 5 average rating, 164 reviews

Waterfront ocean access canal, Kayaks, Bikes Beach

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

Home in Goodland, Marco Island

A private dock extends over calm waters, reflecting the clouded sky and surrounding greenery. Sturdy posts provide support along the water's edge. Colorful outdoor furniture can be seen in the background, offering a relaxed space to enjoy the waterfront views.

4.91 out of 5 average rating, 403 reviews

SWFl waterfront home with direct Gulf access

Private waterfront home in the quaint fishing village of Goodland. We are on a deep water canal with 40 foot of dock space to park your fishing boat, with direct access to the Gulf of Mexico and the 10000 Islands National Park. We have 3 marinas ,walking distance , to launch your boat and get gas. Our home has a 300 square foot screened in porch and a 450 square foot dock with southern exposure to watch the sunrise and sunsets . The Marco Island shopping and beaches are 5 miles away.

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.

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!

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...

A light-filled living room features a comfortable seating arrangement with soft sofas and an armchair, complemented by a decorative area rug. Large windows invite views of lush greenery, while a painting enhances the tranquil atmosphere. A ceiling fan is mounted for added comfort.

4.98 out of 5 average rating, 289 reviews

Garden House-2 Bedroom/2 Bath-Naples / Park Shore

WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.

Popular amenities for Glades house rentals

Kitchen

Wi-Fi

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

4.95 out of 5 average rating, 80 reviews

A serene outdoor space features a heated designer pool, illuminated in soft red hues against a vibrant sunset sky. Comfortable loungers by the pool invite relaxation, while a covered seating area is visible in the background, creating an inviting atmosphere for gatherings or quiet reflection.

Home in Naples Park

533 Posh Paradise | Designer Pool/Spa | Walk2Beach

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, 23 reviews

Pool Home Minutes to the Beach

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,

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, 257 reviews

Island lifestyle family vacation home (Salt 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

Weekly house rentals

A modern living area features a spacious gray sofa adorned with textured blue and a warm yellow pillow. Framed botanical artwork decorates the walls, complemented by wall-mounted planters. A sleek white coffee table sits in the center, with a decorative bowl and a wood accent piece on its surface.

5 out of 5 average rating, 26 reviews

“Taormina House” 5th ave and beaches 2 Miles away!

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, 21 reviews

Total Haven on Marco Island

4.86 out of 5 average rating, 7 reviews

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

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.

4.98 out of 5 average rating, 64 reviews

Gorgeous Marco Island Pool Home near Mackle Park!

An outdoor deck area features a barbecue grill and several cushioned seating options, adorned with vibrant red cushions. Umbrellas provide shade, while a hot tub is visible nearby, surrounded by trees and colorful flowers in the background.

4.88 out of 5 average rating, 59 reviews

Naples Tropical 2 Acres of Private Oasis w/Hot Tub

Superhost

A modern coastal home features a light-colored facade with distinct gabled roofs. A well-maintained lawn adorned with various plants and flowers surrounds the property, while a white picket fence outlines the front yard. The driveway and walkway lead to the entrance of the inviting residence.

5 out of 5 average rating, 4 reviews

Seaside Park S - Heart of Bayshore District, Pool,

4.92 out of 5 average rating, 89 reviews

The living room features a light-colored sofa with plush cushions, complemented by a coffee table centrally positioned on a textured rug. Natural light enters through a large window adorned with blinds, while framed coastal artwork decorates the walls. A lamp and decorative elements add a cozy touch.

Home in Naples Park

Beach House near the Ocean

A screened enclosure surrounds a private saltwater pool, featuring a clear water surface and two sun loungers positioned at the edge. Large windows in the background reveal a view of a spacious living area, enhancing the indoor-outdoor connection.

4.94 out of 5 average rating, 17 reviews

3 bed home w/ beautiful pool in tropical paradise

Private house rentals

5 out of 5 average rating, 6 reviews

Boho Beach Bungalow -5 min Drive from the beach

4.96 out of 5 average rating, 28 reviews

Cozy and Stylish, 2 King, Close to Beach & 5th Ave

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, 23 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

A heated pool reflects the surrounding tropical decor under a screened lanai, illuminated by soft string lights. Comfortable seating is arranged for relaxation, with a view leading into a tastefully decorated living area featuring a neutral palette and accessible pathways.

5 out of 5 average rating, 7 reviews

Private Heated Pool• Outdoor TV & Gated in Naples

A collage of images showcases the property's features, including a spacious interior with a living area, a heated saltwater pool and spa, two private pickleball courts, and a lush, green exterior. Each element highlights the abundant space and recreational opportunities available.

4.96 out of 5 average rating, 80 reviews

Lux Escape Pool Picklbl Png Pong Golf Mins 2 Beach

The spacious pool area is surrounded by a screened enclosure, with a shimmering blue pool set against a backdrop of lush greenery. Comfortable loungers are positioned near the water, inviting relaxation. A grill is visible in the background, enhancing the outdoor experience.

4.97 out of 5 average rating, 88 reviews

TERRACOTTA|Private Pool Retreat, 10 min Beach/5th

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.