Pet-friendly holiday rentals in Naples

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.

A welcoming living area features a white sectional sofa adorned with neutral pillows. A glass-top coffee table sits at the center, showcasing a decorative centerpiece. Large windows provide a view of the lush garden and private pool area through bright, natural light.

5 out of 5 average rating, 8 reviews

Paradise in the Park - Heated Pool

Welcome to your ideal Naples, Florida retreat! This charming vacation home offers everything you need for a perfect getaway. Nestled in a beautifully landscaped setting, the property features a private, heated saltwater pool. Located just a short bike ride away from the pristine Naples beaches. Shopping and dining options nearby. ***This is a 5 star property. I switched superhosts & my reviews did not transfer. I have guest coming back for 4th & 5th time. It's as great as it looks in photos

A heated pool is surrounded by a manicured landscape, featuring reclining lounge chairs positioned for relaxation. A playful water slide rests at one end of the pool. Complimenting the scene, a clear blue sky and fluffy white clouds create a bright atmosphere.

4.94 out of 5 average rating, 49 reviews

NEW Villa Mare LUX Sleeps 12|Heated Pool|2 Masters

Enjoy our Italian villa, just a stroll away from Vanderbilt Beach. Featuring 4 spacious bedrooms / 6 beds spread across two stories, it offers ample space for relaxation. Step outside to enjoy a brand new heated pool surrounded by lush landscaping, perfect for al fresco dining. Immerse yourself in upscale living with Italian flair, as every corner exudes sophistication & comfort, ensuring an unforgettable getaway. Located short drive to 5th ave, minutes from Mercado & .5 miles from Whole-foods.

A tranquil backyard scene showcases a private pool surrounded by lush tropical foliage. Amenities include comfortable outdoor seating, a dining area, and a nearby outdoor kitchen. A colorful assortment of pool floaties adds a festive touch, set against a stunning sunset sky.

5 out of 5 average rating, 16 reviews

LUXE: Custom Beach Home w/Pool&Spa, Fire Pit, BBQ

Welcome to your dream beach getaway! This stunning new build offers the perfect blend of luxury, comfort, and family-friendly amenities. Take a morning stroll along the canals to Bluebill Beach Access. After a day at the beach, step outside to your own private oasis, complete with a sparkling pool, spa, and lush tropical garden. This home is perfect for families - with plenty of space for everyone to spread out and enjoy, you'll create lasting memories that will be cherished for years to come.

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, 203 reviews

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

This 2,000-square foot stunner has a saltwater pool, hot tub, two-car garage, three bedrooms and four bathrooms. There are bikes and beach accessories on site to take to the beach. Guest who is booking the reservation must be 26 years or older. There is a fee of $100/night per person for any guest over 7 in total up to a maximum of 9 guests. For example, if you have 8 guests, then the extra charge will be $100 per night. Please enter the exact number of guests before completing your booking.

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

Enjoy our family’s bright, renovated home and experience indoor/outdoor Florida living at its best! The open floor plan living area has high vaulted ceilings and fully-retractable glass sliders that open out to a beautiful, south-facing lanai featuring a brand-new, heated, salt-water pool complete with a waterfall-edge spa, a sun shelf and in-pool loungers! Perfect for entertaining and outfitted with all new outdoor furniture including a new sofa & lounge chairs, dining table & grill.

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.

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, 108 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!

A private outdoor oasis features a heated pool with a blue mosaic tiled wall and a wall fountain. A comfortable seating area with neutral cushions is positioned beside tropical greenery. A playful pink inflatable flamingo floats in the pool, surrounded by lush plants.

4.89 out of 5 average rating, 114 reviews

699 Gulf Breeze Oasis · NEW Heated pool w Sundeck

Welcome to 699 Gulf Breeze Oasis! Come in and stay in our fully remodeled, contemporary vacation home or relax in our NEW heated pool! Featuring a gorgeous, waterfall fountain & sun deck surrounded by lush tropical foliage. 699 Gulf Breeze Oasis is your bound to be your newest, completely private vacation home! Located just a mile to world class, white sand beaches, waterfront dining, live entertainment and open air shopping! We look forward to hosting you!

4.98 out of 5 average rating, 131 reviews

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings

Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...

A bright living room features a light-colored sectional sofa and a round coffee table placed on a textured area rug. Two windows provide natural light, and greenery is present with a potted plant in the corner. The entrance door is black, creating a modern contrast.

4.95 out of 5 average rating, 139 reviews

Little Gem Heart of Naples / Perfect for Families

We’re so excited to share our beautiful home with YOU! Located in the heart of Naples Park . Our 3-bedroom, 2-bath home is perfect for families, friends, or anyone looking for a blend of relaxation and quiet. We've designed the home for maximum comfort and fun! We’re passionate about making your stay exceptional. The house is FULL of amenities, if you find something we don't have - message us :-) Let us host you in Naples!

An outdoor living space features a screened lanai overlooking a pool. Comfortable loungers are positioned around the pool. A dining table with multiple chairs is set under a ceiling fan, complemented by a large area rug. The scene is bathed in natural light.

4.98 out of 5 average rating, 123 reviews

Sunside House, 3/2 Pool Home in Gated Community

Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.

Popular amenities for Naples pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 6 reviews

Home in Willoughby Acres

Modern Retreat w Pool & Hot Tub Near Beaches

4.96 out of 5 average rating, 28 reviews

A spacious two-story home showcases a large outdoor deck and a well-maintained landscape featuring various tropical plants. The exterior features light-colored siding, a brown shingled roof, and ample windows that allow natural light. Pathways lead through the surrounding greenery.

Home in Bonita Beach

Elegant Beachside Luxury Home Awaits!

A private outdoor area features a newly constructed pool with clear water and a colorful float. Sun loungers are placed around the edge, with a shaded seating area under an umbrella. Lush greenery and a secured fence create a cozy and inviting environment.

4.97 out of 5 average rating, 31 reviews

Huge Game Room•Family Spot•Heated Pool•Near Beach

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 modern exterior of the home features a spacious driveway paved with light-colored stone, accommodating several bicycles lined up in front. Large windows reflect natural light, and decorative landscaping adds visual interest to the entrance.

4.98 out of 5 average rating, 51 reviews

Ninety 1 Naples 4bd Pool, near beach and Mercato!

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

A tranquil landscape features a calm waterway bordered by lush greenery and smooth stones. A palm tree rises beside the modern structure, with reflections seen in the water. Natural light brightens the scene, enhancing the serene ambiance of the surroundings.

4.89 out of 5 average rating, 332 reviews

Crystal Palms

The spacious pool area features a pristine saltwater pool surrounded by a tiled deck. Comfortable lounge chairs are arranged under large umbrellas, with lush tropical plants in colorful pots enhancing the atmosphere. The structure includes a screened enclosure for a protected outdoor experience.

5 out of 5 average rating, 49 reviews

Boho Chic Estate-40Ft Pool/Spa-Coolest House in Na

Pet-friendly home rentals with a pool

5 out of 5 average rating, 47 reviews

A spacious screened pool area is shown, featuring a heated saltwater pool with built-in bench seating. Lounge chairs are positioned along the edge, and a hammock is visible nearby. The outdoor dining area and sectional seating are included, with a 55" Smart TV situated to provide entertainment.

Home in Bonita Springs

Private Palm Oasis - Close to Beach

A charming exterior view of the property features a welcoming entrance with a vibrant blue door. Lush green hedges and palm trees frame the landscape, accented by colorful tropical plants in the flower beds. A smoothly paved driveway leads to a covered parking area.

5 out of 5 average rating, 18 reviews

Naples Oasis SwimSpa, Tiki Bar, Arcade, and Fire

An outdoor living space features a dining table and chairs set under a wooden ceiling with fans. A rectangular pool is visible in the background, surrounded by lush greenery and a privacy fence, providing a serene environment for relaxation.

4.89 out of 5 average rating, 71 reviews

Naples Paradise Cove Luxury 4/3 Beach Home

4.97 out of 5 average rating, 29 reviews

An aerial view showcases a modern villa surrounded by lush green landscaping, with a stone driveway leading to the entrance. The property is positioned along a scenic canal, offering waterfront access, while neighboring houses and boats line the peaceful waterway.

Home in Cape Coral

Aqua Vista - Luxury Vacation Rental Cape

5 out of 5 average rating, 9 reviews

Home in Cape Coral

Intervillas Florida - Villa Xanadu

5 out of 5 average rating, 10 reviews

A private pool area is surrounded by a screened patio, featuring inviting lounge chairs and a hot tub. The view captures the modern open-concept living space in the background, where large windows offer natural light and a seamless indoor-outdoor experience.

Villa in Cape Coral

VRCC Villa Seas the Day

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

A covered outdoor living area features cozy seating arrangements with plush cushions, set on a stone-paved floor. The screen-enclosed space leads to a private pool with clear blue water, surrounded by palm trees and lounge chairs, creating a relaxing retreat.

4.95 out of 5 average rating, 21 reviews

*Top Listing* Backyard Oasis

Private, pet-friendly home rentals

4.96 out of 5 average rating, 27 reviews

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

4.81 out of 5 average rating, 64 reviews

A modern single-story house is showcased with a neatly landscaped front yard. The driveway leads to a two-car garage with a dark door. Large windows allow natural light to illuminate the home, while a well-maintained lawn enhances the inviting appearance.

Home in Cape Coral

House w/ Pool, Hot Tub & Backyard

An inviting outdoor space features a heated pool surrounded by a spacious deck. Comfortable seating is provided nearby, accompanied by colorful pool floats. Lush greenery and tropical plants enhance the setting, while a shaded area with umbrellas offers protection from the sun.

4.98 out of 5 average rating, 46 reviews

Heated Pool, Arcade, <10 min Beach ~ 25 min to RSW

A spacious living area features a large area rug in neutral tones, complementing a leather sofa and modern recliners. A round dining table seats several, while a flat-screen TV is mounted on the wall. Natural light flows through the large windows, enhancing the inviting ambiance.

4.97 out of 5 average rating, 39 reviews

Paradise City Naples

4.92 out of 5 average rating, 13 reviews

Beaches Golfing Lake View*Mins to Zoo, beaches

A tranquil pool scene is captured at sunset, featuring vibrant orange and pink hues in the sky. A pink inflatable flamingo floats on the water, surrounded by a well-kept pool deck with lounge chairs and umbrellas nearby, framed by lush greenery and palm trees.

5 out of 5 average rating, 21 reviews

Hidden Gem-Central Naples-3 Miles to Town & Beach

5 out of 5 average rating, 11 reviews

A modern living area features a light-colored sofa with decorative cushions, paired with two white armchairs and a round coffee table. Soft lighting is provided by two lamps, and the space opens to a kitchen area visible in the background.

Flat in Naples

The Lely - 2 Kings - Heated Pool