Pet-friendly holiday rentals in Naples

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, 103 reviews

Luxury Design/Water-Heater-Pool/Pet friendly

Casa Vivir la Vida is a newly renovated home with luxury upgrades to ensure you with the most relaxing stay. - Heated Pool with Retro Design - 15 Min to Vanderbilt Beach area - 15 Min to Mercato Shops and Restaurants. - Designed for Families - Pet Friendly - Designe for up to 10 people, 3 bedrooms, 2 bathrooms, 5 beds and a futon - Free Parking - Laundry In Unit - Fully Equipped Kitchen - Huge Backyard with Gazebo. - Fast Wifi - Residential Neighborhood. - Barbecue Grill - 24/7 Available Hosts

4.83 out of 5 average rating, 186 reviews

The kitchen features modern white cabinetry and sleek countertops with a subtle grey pattern. Appliances include a refrigerator, microwave, and oven. Under-cabinet lighting enhances the space, while glass pendant lights provide illumination above the bar area with seating for two.

Guest suite in Naples

Charming cottage bay area

Key west style stilt home Newly remodeled 2018, offering entire first floor bungalow, 2 blocks to 5th Ave district, restaurants and dining, the beach is about 1 mile west, family-friendly activities, nightlife. close in, the location Naples Bay area. tin city -and bay front shops are 4 blocks west . right next to New Marriott being built Center of downtown with new high-rises. many beach toys available in garage. coolers beach towels everything you can think of. extra roll away bed in garage.

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.

4.96 out of 5 average rating, 141 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).

4.95 out of 5 average rating, 180 reviews

Naples Cottage for two- your own private home

Welcome to your own, private waterfront home close to restaurants, coffee shops, parks and Naples beaches! This perfect tropical cottage for two comes with a stunning view of a natural lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting. Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens, Pickle Ball courts or shops near by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you!

4.99 out of 5 average rating, 105 reviews

A bright bedroom features a spacious bed with a soft yellow coverlet. A small dining table with two chairs is positioned nearby. A painting adorns the wall, with light entering through the window. A laundry area is visible, providing added convenience.

Flat in Naples

Aesthetic Lush Landscape, 3 Min to Town, King Bed

For Guests Who Love Privacy! Sunny Studio where Art is highlighted. French Doors to Lg Screened Porch for Outside Dining/Working. Peaceful. Stilt home (8 steps) in Safe, Quiet area w parking right outside. Backyard is yours w BBQ grill, table & chairs. Charmingly Furnished w Recliner, Heavenly King Bed, Convection/Microwave oven, Kitchen Aid stove top & Full Fridge. 624/34 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

An outdoor area features a serene pool, surrounded by comfortable lounge chairs. A dining set sits under a covered area, illuminated by string lights. The screened enclosure enhances the outdoor space, with soft twilight visible through the mesh.

5 out of 5 average rating, 21 reviews

Tivoli Serenity | Modern Salt Pool Villa with Wate

Step into the comfort of this luxurious 4BR 3Bath waterfront pool villa in Naples, FL. Situated in a tranquil, family-friendly neighborhood of Briarwood, it promises a serene retreat, close to golf & country clubs, restaurants, and numerous attractions. ✔ 4 Comfy BRs (3 BR with King beds! 1 BR with two TWIN XL Beds ) ✔ Lake view ✔ Bicycles ✔ Smart TVs ✔ High-Speed Wi-Fi PETS REQUIRE APPROVAL PRIOR TO BOOKING ($300/small dog). Pool heat $25/night June 1-Sept 30, $35/night Nov 1-May 31

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, 26 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.

4.76 out of 5 average rating, 131 reviews

Beautifully private homeHeated Pool/Spa and Cabana

Unique one of a kind property, This house has been beautifully remodeled with Stunning Carrera marble floors, upgraded 4 bedroom 2 bath home with a separate pool house suite with its own kitchen and full bath that sleeps 4 guests. Beautiful landscaped yards with amazing pool. Walking and biking distance to Fifth Ave’s 5 star restaurants, world class shopping and only minutes to the beach. Great location! Private outdoor shower, Fishing Mecca! Midweek discount. Military discount.

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, 146 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

4.94 out of 5 average rating, 142 reviews

Beachside Haven | Family 3BR Near Vanderbilt Beach

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. The home is designed the home for maximum comfort and fun! The house is FULL of amenities, games for adults and kids - if you find something we don't have - message us :-) Let us host you in Naples Park, a few minutes from beautiful Vanderbilt beach.

The living room features a light blue sofa and a patterned armchair, arranged around a round coffee table. Soft lighting is provided by two table lamps and natural light enters through the sheer-curtained windows. Framed prints adorn the walls, complementing the coastal theme.

4.94 out of 5 average rating, 193 reviews

718 Coral Cottage | Walk to Beach-Shopping-Dining

Welcome to 718 Coral Cottage! This charming coastal cottage home, decorated in shades of pale blue and coral says "Sandy feet are welcome here!" This 2BD/1.5BA is located just a short walk from world-famous, white sand beaches, high-end shopping, fine-dining & waterfront restaurants. The front screened-in lanai is a vacationers delight for sipping morning coffee, enjoying an evening cocktail, working remotely or taking in SWFL's most gorgeous sunsets.

4.99 out of 5 average rating, 139 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...

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, 5 reviews

Home in Lely Resort

Ole Lely Luxury | Lanai | 3BR+Office

4.92 out of 5 average rating, 72 reviews

A spacious open-concept living area is showcased, featuring a modern kitchen with an island and sleek cabinetry. Large glass doors provide abundant natural light and views of the outdoors. Rustic wooden beams contrast with the contemporary décor, highlighting both elegance and comfort.

Home in Pelican

AquaLux Smart Home

5 out of 5 average rating, 4 reviews

New! Blue Wave - Salt Pool & Spa! 1mi to Beach!

A spacious outdoor area features a large heated pool surrounded by a screened enclosure. Two lounge chairs sit along the poolside, while a dining table with chairs is positioned nearby. Lush greenery and a clear blue sky create a serene setting.

4.88 out of 5 average rating, 16 reviews

The Marquee of Naples

A serene saltwater pool is featured within a screen-enclosed lanai, surrounded by lush greenery and palm trees. A spa is integrated beside the pool, while comfortable seating and a shaded umbrella complete the outdoor space, inviting relaxation under the blue sky.

4.97 out of 5 average rating, 34 reviews

Heated Pool & Spa, Near Beach, Naples Luxury Home

4.97 out of 5 average rating, 94 reviews

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

4.88 out of 5 average rating, 104 reviews

Tropical vacation home close to Vanderbilt Beach

5 out of 5 average rating, 50 reviews

Sea La Vie - Renovated 3BR Near Vanderbilt Beach

Pet-friendly home rentals with a pool

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.

4.95 out of 5 average rating, 19 reviews

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

4.97 out of 5 average rating, 31 reviews

An airy living room features a light-colored leather sofa set arranged around a glass coffee table on a blue area rug. A wooden entertainment unit holds a television, while large glass doors provide a view of an outdoor patio and pool area.

Villa in Naples

Lovely 3-bed villa, Briarwood neighborhood, Naples

4.98 out of 5 average rating, 51 reviews

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.

Home in Palm River

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

4.97 out of 5 average rating, 35 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

A private heated saltwater pool glimmers under a sunlit sky, enclosed within a screened lanai. Surrounding the pool are four chaise loungers and a dining area, providing comfortable space for relaxation and enjoyment.

4.99 out of 5 average rating, 92 reviews

Beach House W/ 2BR/2BA +Heated Pool - Special!

An aerial view reveals a private backyard oasis featuring a sparkling pool and attached hot tub. Lounge chairs are arranged around the pool area, while a seating arrangement with a fire pit is located on the lawn. Lush greenery surrounds the entire space.

5 out of 5 average rating, 10 reviews

Naples Beach/Heated Pool/ Hot Tub/ Luxury New Home

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.

4.96 out of 5 average rating, 27 reviews

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

A spacious pool area features a pristine blue pool surrounded by white fencing. Two lounge chairs with soft cushions are positioned at the pool's edge, accompanied by colorful, woven side tables. Lush greenery is visible in the background, enhancing the serene atmosphere.

5 out of 5 average rating, 16 reviews

The Pop Hauz - Large Pool Home+MotherInLaw Suite

Private, pet-friendly home rentals

5 out of 5 average rating, 56 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 Shores

Private Palm Oasis - Close to Beach

5 out of 5 average rating, 37 reviews

A screened-in balcony features comfortable seating arranged around a coffee table. A view of the horizon can be seen, showcasing the gradient of colors at sunset. Ceiling fans are installed to provide airflow and enhance relaxation.

Flat in Naples Park

The Fitz

A modern living area features a mix of comfortable seating, including a spacious blue sofa and brown leather chairs. A round wooden coffee table sits center stage, adorned with a floral arrangement. A wall-mounted TV and light streaming through large windows enhance the bright atmosphere.

4.99 out of 5 average rating, 82 reviews

Sea Grape Cottage close to everything in Naples!

4.98 out of 5 average rating, 41 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.

4.98 out of 5 average rating, 42 reviews

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

An outdoor dining area is highlighted by a large wooden table surrounded by woven chairs. Pendant lights hang above, casting soft illumination. A swimming pool with clear water is visible through a screened enclosure, complemented by lush greenery in the background.

5 out of 5 average rating, 47 reviews

Mediterranean Inspired Villa with Private MiniGolf

5 out of 5 average rating, 7 reviews

A light-filled living area features a large, comfortable sectional sofa arranged around a white coffee table. Floor-to-ceiling glass doors lead to a balcony, while a stylish television is mounted on the wall. Soft, neutral colors enhance the serene atmosphere.

Apartment in Old Naples

Amazing Old Naples Property!