Pet-friendly holiday rentals in Old Naples

4.95 out of 5 average rating, 178 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!

4.91 out of 5 average rating, 151 reviews

An Egret named Eddie

Home has 3 bedroom and 2 full baths, entire home and pool deck has travertine. Nice landscaping around the home. All bedrooms have good tv package. Furnishings are very good. Home has very comfortable feel. Large screen lanai has insulated roof, stays cool. The heated pool is large, 45 feet long, 3 sheer descending falls and has 6 led colored lights. Home is very tranquil and in a quiet area, just down the street to 5th ave shops and restaurants. New Publics food store just across street.

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.

4.99 out of 5 average rating, 103 reviews

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!

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, 138 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, 144 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

5 out of 5 average rating, 30 reviews

A modern living room is highlighted by a large wall-mounted TV above a wooden console table. A neutral-colored sofa is paired with a natural fiber rug and a wooden coffee table. A potted plant is positioned beside the sliding glass doors, allowing natural light to enter.

Townhouse in Naples

Villa Driftwood by Downtown & Beach

Welcome to your perfect Naples getaway! This beautifully renovated 2-bedroom, 2-bathroom townhouse blends modern comfort with laid-back Florida vibes. Located just 2.5 miles from shops & restaurants on 5th Ave. and less than 4 miles from Naples Beach—you’re in the heart of everything. Spend your days sunbathing, paddle boarding, or exploring nearby trails. In the evening, take a quick bike ride down to Celebration Park, where food trucks, live music, and waterfront drinks await.

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, 114 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.

4.83 out of 5 average rating, 213 reviews

An outdoor seating area features a comfortable arrangement of a sectional sofa and matching chairs with vibrant orange cushions. A glass-topped coffee table sits at the center on a stone-paved floor, while double French doors lead to the interior space.

Townhouse in Naples

Royal Palm flat Bay side shoppes

Royal Palm flat first floor charming Just remolded, updated new on market fresh, with large back porch and shared garage with beach toys, close to the beach 1 block from 5th Ave. one mile from beach 3 blocks from Naples bay. close to many restaurants and shops on 5th ave. The beach is at the end of 5th Ave. great walk down the heart of Naples down town and charming tin city shops and dinning. view 5th ave from rear porch. entire first floor with many games in garage.

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, 117 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!

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.

4.95 out of 5 average rating, 211 reviews

4BR Near Downtown Naples |Beach, Bikes, BBQ& Games

Relax in this spacious 4-bedroom Naples home minutes from the beach, 5th Ave shopping, and downtown dining. Ideal for families and groups, this 1,864 sq ft retreat offers king beds, bikes, beach gear for 8, outdoor games, BBQ, and two outdoor lounge areas everything needed for an easy Southwest Florida getaway. We have stellar reviews, come check us out & see for yourself. ⭐ Consistently 5-star rated | Superhost owned & operated

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, 127 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 Old Naples pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house 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 Springs

Private Palm Oasis - Close to Beach

A studio-style unit features a spacious bed adorned with patterned pillows. There are bedside lamps providing soft illumination, and a mirrored closet reflects the light. A cozy sofa and a colorful entertainment unit are visible, while artwork adds character to the walls.

4.93 out of 5 average rating, 132 reviews

Bamboo Oasis B - 5 miles to Beach & Downtown

An open concept living area is showcased, featuring a round glass coffee table surrounded by tropical-themed chairs. A wall-mounted Smart TV is visible, with a dining table set for four nearby. The kitchen area, furnished with essential appliances, complements the light, airy atmosphere.

4.92 out of 5 average rating, 66 reviews

Prime Location & Screened Patio

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, 25 reviews

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

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

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, 231 reviews

Perfect Vacation Get Away

The front exterior of the property is surrounded by lush greenery and tropical palms. A manicured lawn leads to a welcoming entrance, where large windows offer a glimpse into the bright interior. The driveway provides ample space for parking.

4.95 out of 5 average rating, 39 reviews

Your Coastal Escape in Naples!

A single-story home is set amidst a lush green lawn, featuring a tiled roof and arched windows. Palm trees and shrubs frame the entrance, which is highlighted by a welcoming front porch. The driveway leads to a spacious garage, enhancing the overall curb appeal.

5 out of 5 average rating, 48 reviews

Modern Luxury Retreat in Naples

Pet-friendly home rentals with a pool

5 out of 5 average rating, 5 reviews

Ole Lely Luxury | Lanai | 3BR+Office

5 out of 5 average rating, 7 reviews

New! Naples Escape- Heated Pool, Walk to Beach!

The outdoor living area features a spacious dining table with seating for eight, complemented by an outdoor lounge area. A fireplace is situated beneath the ceiling fans, and large glass doors offer an unobstructed view of the swimming pool and lush hedges, enhancing the serene atmosphere.

4.96 out of 5 average rating, 69 reviews

Luxe Coastal Getaway 4/3 Naples Vanderbilt Beach

A spacious backyard features a gleaming pool and adjoining spa, both surrounded by marble tile. A white umbrella provides shade over a pair of lounge chairs. Lush greenery and palm trees can be seen in the background, contributing to a private outdoor environment.

4.9 out of 5 average rating, 79 reviews

17 Downtown Near Beach Free Heated Pool and Spa

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.

4.97 out of 5 average rating, 35 reviews

Beachy Escape: 2BR/2BA w./ Pool, Gym, and Theater

4.96 out of 5 average rating, 24 reviews

The sleeping area features a queen-sized bed adorned with decorative pillows and a textured blanket. Two bedside tables hold glass lamps, providing soft lighting. A decorative piece is displayed above the bed, and a woven storage chest is positioned at the foot, complementing the room's tranquil color scheme.

Guesthouse in Naples

Downtown Naples Oasis – 5 Mins to the Beach!

An aerial view showcases a spacious home nestled in a lush, tropical landscape. A private pool can be seen adjacent to a large deck, surrounded by vibrant greenery and trees, with water visible nearby, enhancing the property's outdoor appeal.

4.88 out of 5 average rating, 40 reviews

Charming Waterfront Tropical Escape Near Downtown

An inviting outdoor space features a saltwater pool surrounded by comfortable seating areas and lush greenery. Sun loungers with rolled towels rest beside the pool, offering a relaxing atmosphere for sunbathing. An umbrella provides shade over the seating arrangement, creating an ideal spot for outdoor gatherings.

4.97 out of 5 average rating, 65 reviews

Your Oasis in Naples! Saltwater Heated Pool!

Private, pet-friendly home rentals

5 out of 5 average rating, 35 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.

Apartment in Naples Park

The Fitz

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, 13 reviews

Paradise in the Park - Heated Pool

A modern kitchen is highlighted by stainless steel appliances and sleek white cabinetry. A spacious island with seating faces a window that provides a view of the outdoors. Soft lighting is created by pendant fixtures above, enhancing the bright and airy atmosphere.

4.82 out of 5 average rating, 39 reviews

RARE FIND! New Renovated Home on Golf Course!

A small balcony features a round wooden table accompanied by two black woven chairs. The area is enclosed by a lush green hedge, providing a sense of privacy. The tiled flooring adds warmth to the outdoor space, ideal for enjoying a morning coffee.

5 out of 5 average rating, 15 reviews

Visit beautiful Naples, Furry Friends Welcome.

4.74 out of 5 average rating, 54 reviews

A hot tub is situated beneath a wooden pergola, surrounded by softly glowing string lights. Clear glasses and a bottle sit nearby, reflecting the warm ambiance. Palm trees can be seen in the background, adding a tropical touch to the evening setting.

Villa in Old Naples

An outdoor dining area is featured, enclosed within a screened patio. A round table is surrounded by four comfortable chairs, set with blue plates and napkins. The pool is visible nearby, framed by lush greenery and tropical plants, adding to the serene environment.

4.94 out of 5 average rating, 69 reviews

Sunshine days! Stunning pool home. Gated community

5 out of 5 average rating, 3 reviews

Modern 2-Story Beach Oasis | Pool & Spa

The modern villa's exterior is showcased with a well-manicured lawn and vibrant tropical plants. The entrance is highlighted by a covered porch and inviting front door, while a spacious garage is visible on the left side. Bright blue skies complement the home's appealing architecture.