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.

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, 197 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 spacious covered porch offers a view of a tranquil lagoon surrounded by tropical foliage. Comfortable outdoor seating is complemented by a small table, while vibrant flowers are arranged in a vase. Sunlight reflects off the water, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 161 reviews

Tropical Cottage by the Sea- your own private home

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

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.

4.95 out of 5 average rating, 130 reviews

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Superhost

The screened patio area features a solar-heated pool surrounded by lush greenery. Comfortable lounge chairs are positioned alongside, and a gas BBQ grill is visible nearby. Floating pool toys and colorful cushions add a relaxed touch to the inviting atmosphere.

Bungalow in Naples Park

4.87 out of 5 average rating, 138 reviews

Little Treasure House minutes from Beach & Mercato

Enjoy a sun-soaked retreat in Naples Park! This inviting vacation home boasts a solar-heated pool, perfect for families, couples, or friends seeking a getaway or staycation. With easy access to Vanderbilt Beach (10 mins by bike) and the vibrant Mercato for shopping, dining, and entertainment, it's an ideal location. This cozy home away from home offers all essentials for a relaxing stay, just pack your sunglasses and bathing suit and immerse yourself in the quintessential Florida lifestyle!

Superhost

The exterior of a two-story house is framed by palm trees, showcasing a welcoming entry with steps leading up to a spacious deck. Lush green foliage surrounds the home, providing a tropical feel beneath a clear blue sky.

4.86 out of 5 average rating, 141 reviews

#Closest2Beach - 3BD/3BA Oasis by RITZ BEACH GOLF

CLOSEST RENTAL HOME TO BEACH in Naples Park. Sleeps 6 with possibility of up to 10 by adding the additional Private Suites if available. Great Home for Large Family Vacations located near Ritz Carlton Beach Resort in Naples. Short Stroll to soft white sands at Vanderbilt Beach-Restaurants-Shops-Boats! See other listings for options: #Closest2Beach - 4BR/4BA Lux by RITZ- BEACH & GOLF #Closest2Beach - 4BR/4BA Cabana by RITZ BEACH GOLF #Closest2Beach - Huge 5BR/5.5BA by Ritz & Beach

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, 135 reviews

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 modern kitchen is showcased with white cabinetry, stainless steel appliances, and a large island featuring a marble countertop. Ample natural light enters through windows, illuminating the space. A dining area with wooden chairs is visible in the background, complementing the warm tones of the flooring.

4.98 out of 5 average rating, 109 reviews

Naples Retreat: Heated Pool - Minutes to Beach

We know that you’ll love it here – whether you spend your time lounging by our pool, or at Naples’ world-renowned beautiful beaches. The home is only 10 minutes away from downtown Naples, which features some of the very best restaurants in Florida. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. As this is our own vacation home, we’ve made every effort to make it as comfortable and convenient as possible.

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, 130 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, 122 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

The exterior of the two-story luxury retreat is showcased, featuring modern architecture with a clean facade. Surrounding the private pool, lush greenery and vibrant landscaping enhance the ambience. A sunset sky casts warm hues over the scene, providing a serene backdrop.

4.93 out of 5 average rating, 14 reviews

Naples Amore | Pool, Playground, Grill, EV, Arcade

4.96 out of 5 average rating, 26 reviews

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

A spacious screened lanai features a heated pool and hot tub, surrounded by lounging chairs and umbrellas. Light reflections dance on the water, while a view of the home's interior is visible through the glass doors. Lush landscaping provides a backdrop to this inviting outdoor space.

5 out of 5 average rating, 43 reviews

Spacious Luxury Home with Heated Pool and Hot Tub

5 out of 5 average rating, 9 reviews

Home in Cape Coral

Intervillas Florida - Villa Xanadu

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!

An inviting heated pool is displayed within a retro-designed enclosure, featuring a striking patterned floor. Lounge chairs are positioned nearby, offering comfortable seating. Large screens protect against the elements while providing an unobstructed view of the surrounding greenery.

4.93 out of 5 average rating, 96 reviews

Luxury Design/Water-Heater-Pool/Pet friendly

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 open-concept living area features a spacious sectional sofa with decorative cushions. A dining table with elegant chairs is visible, along with a modern kitchen displaying dark cabinetry, stainless steel appliances, and a large island with bar seating. Ceiling fans and recessed lighting enhance the ambiance.

4.93 out of 5 average rating, 87 reviews

Naples Home-Min to beach,shops,dining. Heated Pool

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 screened-in pool area features a sparkling blue pool accompanied by a relaxing spa. Comfortable lounge chairs are arranged around the pool, and tropical plants provide a lush backdrop. Soft lighting casts a warm glow as sunset colors fill the sky.

4.93 out of 5 average rating, 30 reviews

Tivoli Paradise Salt Pool & Spa Villa with a Water

5 out of 5 average rating, 11 reviews

Flat in Naples

Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater

A spacious living area features a modern design with light-colored furniture. Two reclining chairs are positioned around a coffee table on a patterned rug. The room is illuminated by natural light through large windows, enhancing a comfortable and inviting atmosphere.

4.95 out of 5 average rating, 57 reviews

Newer Luxury Naples Home

An outdoor area features a designer pool with an infinity edge, surrounded by sun loungers. A tiki hut and dining table are visible nearby, along with vibrant red umbrellas providing shade. Lush greenery adds a tropical touch to the tranquil ambiance.

5 out of 5 average rating, 5 reviews

New salt pool -Canal Dreamin - 7 hole Mini Golf

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

5 out of 5 average rating, 7 reviews

Gated Naples Heated Pool• Monthly January Savings!

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, 79 reviews

Lux Escape Pool Picklbl Png Pong Golf Mins 2 Beach

Private, pet-friendly home rentals

A crystal-clear pool is surrounded by lush palm trees and greenery. Two inflatable loungers, one resembling a unicorn and another in bright pink, float gently on the water. The pool’s tile border complements the natural stone decking, providing a spacious relaxation area.

4.9 out of 5 average rating, 79 reviews

Tropical Pool Paradise close to 5th Ave/Beaches

5 out of 5 average rating, 12 reviews

A bright living area features a light-toned couch adorned with colorful pillows, complemented by a soft area rug. Natural light enters through large windows, while a ceiling fan enhances ventilation. The open layout extends to a well-equipped kitchen with barstool seating.

Flat in Naples

Chic-Kee Bungalow 4

5 out of 5 average rating, 11 reviews

Home in Cape Coral

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

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

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 light-filled living room features a spacious sectional sofa adorned with red accent pillows, complemented by a textured area rug. Two ceiling fans provide airflow, while decorative shelves display vases and sculptures, enhancing the contemporary design.

4.89 out of 5 average rating, 37 reviews

Beach Retreat House (Pool & Spa)

5 out of 5 average rating, 64 reviews

The outdoor space features a spacious patio with seating areas, a tiki hut, and a fire pit. Soft landscaping surrounds the area, enhancing the inviting ambiance. The two-story home is illuminated against a dusk sky, showcasing large windows that provide views of the expansive water nearby.

Home in Cape Coral

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen