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).

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, 202 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.

4.87 out of 5 average rating, 138 reviews

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

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!

A spacious and brightly colored outdoor living area features a screened-in pool surrounded by lush greenery. Comfortable seating and lounge chairs are set on a striped rug, creating an inviting atmosphere for relaxation. A ceiling fan provides additional comfort in this tranquil setting.

4.95 out of 5 average rating, 131 reviews

1 Mile to Beach! Pool, King Bed, BBQ, Games

Unleash your inner beach bum at this bursting-with-color vacation rental by Navigate Naples, just a 5-minute drive from the sugar-soft sands of Clam Pass Beach! This isn't your average beach house – enjoy morning coffee or happy hour cocktails on the covered patio, featuring a hand-painted wall mural by local artist. Our fully stocked home is the perfect place for you to make memories with family & friends. The central location, spacious layout, and comforts of home are sure to please!

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 modern kitchen showcases stainless steel appliances, including a refrigerator, oven, and hood. White cabinetry contrasts with a tile backsplash. A small breakfast bar with three stools is visible, offering a casual dining option. Natural light filters in through a window, illuminating the space.

4.79 out of 5 average rating, 219 reviews

Perfect Vacation Get Away

This friendly beach cottage is located West of 41, in Naples Park. Excellent location walking distance to Vanderbilt Beach, beautiful Mercato with it's fine dining, shopping and movie theaters. Publix, Trader Joe's, Whole Foods all within minutes, as well as drug stores, hospitals and a variety of shopping centers. The home has been completely renovated with tiles /hard wood throughout, modern bathroom, granite counter tops, stainless steel appliances including washer dryer and more.

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

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 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, 113 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...

Popular amenities for Naples pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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

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 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

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

4.91 out of 5 average rating, 231 reviews

Sunny Naples Escape | Poolside + Beach Access

A shaded outdoor lounge area features comfortable seating with plush cushions and a coffee table. A large smart TV is mounted on the wall, providing entertainment options. The lush greenery and a sparkling heated pool are visible in the background, offering a serene atmosphere.

5 out of 5 average rating, 9 reviews

Paradise Palms - 1 Mile to Beach! Heated Pool!

A serene pool area features a natural stone waterfall cascading into the clear water. Lush tropical foliage surrounds the pool, enhancing the tranquil ambiance. The stonework is integrated into the landscape, creating a cohesive and inviting outdoor space.

5 out of 5 average rating, 13 reviews

Villa Cascata Mediterranean Home

An aerial view showcases a private backyard with a sparkling swimming pool and a hot tub. A white umbrella provides shade over a lounged area, with comfortable seating options visible nearby. Lush green grass surrounds the pool area, enhancing the outdoor space.

5 out of 5 average rating, 14 reviews

Your Perfect Escape in the Heart of South Naples

Pet-friendly home rentals with a pool

5 out of 5 average rating, 46 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

5 out of 5 average rating, 11 reviews

Flat in Naples

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

4.96 out of 5 average rating, 28 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, 11 reviews

Home in Cape Coral

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

5 out of 5 average rating, 7 reviews

Gated Naples Heated Pool• Monthly January Savings!

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!

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)

Private, pet-friendly home rentals

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

4.96 out of 5 average rating, 26 reviews

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

5 out of 5 average rating, 85 reviews

The living area features a comfortable sofa arrangement under a ceiling fan, with large windows allowing natural light. The spacious bedroom showcases a four-poster bed, sleek furniture, and warm lighting. An enclosed patio displays a dining setup with colorful tableware, adjacent to a heated pool visible through expansive screen panels.

Home in Cape Coral

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock

The modern kitchen features light wood cabinetry, a spacious white island with seating, and stainless steel appliances. A sleek light fixture hangs above the island, while a minimalistic backsplash adds a subtle texture to the space. Natural light enhances the welcoming atmosphere.

4.9 out of 5 average rating, 10 reviews

Villa Palmera by Downtown & Beach

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

4.99 out of 5 average rating, 69 reviews

LUXE: Walk to Beach, 2 Kings, Pool & Spa

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.