Pet-friendly vacation rentals in Old Naples

A heated pool is surrounded by lush greenery and a fenced yard. Six lounge chairs are arranged around the pool area, each with a colorful pool float nearby. Two umbrellas provide shade, enhancing the space for relaxation and enjoyment.

4.9 out of 5 average rating, 107 reviews

The Periwinkle, a heated pool home 10 min to beach

✨ Welcome to The Periwinkle, a family-friendly pool home 10-min to Naples Beach that has it all: XL **heated pool, fenced-in yard, screened-in Lanai, BBQ, fire pit, fully stocked kitchen, 4 comfortable bedrooms, 2 full bathrooms, indoor/outdoor dining, WFH desk, close to the Naples Pier/Beach, Downtown Naples/5th Ave shopping/dining, Sugden Regional Park on Lake Avalon with its own beach, sailing center, water-ski facility, walking/run paths, and pickleball/tennis at East Naples Community Park.

4.95 out of 5 average rating, 176 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!

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!

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

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, 212 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.

4.93 out of 5 average rating, 149 reviews

A light-filled living area features a comfortable beige sofa adorned with blue and green cushions. A white coffee table sits on a textured rug, while soft curtains frame the glass door leading to the private deck. A ceiling fan enhances the airy feel of the space.

Cottage in Naples

Coral Cottage Retreat

A quintessential 2-bedroom / 2-bath beach cottage experience in fantastic central Naples! Just 12 minutes to all the trendy Mercado shops and restaurants in N. Naples, or just 8 minutes to all the luxury offerings of Old Naples’ 5th Avenue! Want to walk or bike to some great local spots?...We provide some of our favorite recommendations on your guest welcome guide! Also, take one of the complementary bicycles to the ocean, just a 9-minute ride to the Beach!

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, 192 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.

4.87 out of 5 average rating, 145 reviews

Guest suite in Naples

Private Studio 5 Minutes From Beach (All New)

You can make your stay in Naples complete when you unwind in this bright and cozy studio. Features: Private entrance with flexible self-check-in Private bathroom and kitchenette with all the essentials 516 Mbps fiber optic wifi On-site washer/dryer Private patio with loveseat Complimentary coffee and wine This unit is located just minutes away from the many beaches, shopping centers, and dining options that this slice of paradise has to offer.

4.96 out of 5 average rating, 209 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

An outdoor pool area is presented within a screened enclosure, featuring a clear blue pool. Two chaise lounges with towels sit alongside the pool, and lush greenery frames the space, providing a serene backdrop under a partly cloudy sky.

4.93 out of 5 average rating, 107 reviews

Elegant house w/heated Private Pool

4.91 out of 5 average rating, 150 reviews

An Egret named Eddie

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.

5 out of 5 average rating, 15 reviews

The Marquee of Naples

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.

4.87 out of 5 average rating, 39 reviews

Charming Waterfront Tropical Escape Near Downtown

A light-filled living area features a comfortable sectional sofa, surrounded by large windows that provide views of the lush greenery outside. An open kitchen showcases modern appliances and a clean, white design, enhancing the spacious feel of the area. A cozy sleeping area with two beds is decorated with colorful bedding, and a private outdoor space includes a hot tub set among tropical plants.

4.85 out of 5 average rating, 26 reviews

Naples Bungalow-Perfectly located & Pet Friendly

4.93 out of 5 average rating, 30 reviews

5 Min to Beach, King Beds, BBQ, Game, Pet friendly

A charming turquoise home is surrounded by lush landscaping featuring palm trees and colorful flowers. In the foreground, a heated swimming pool is nestled within a paved area, accompanied by several lounge chairs positioned for relaxation and sunbathing.

5 out of 5 average rating, 24 reviews

Walk To Beach & Shops! New 4 Bdr Pool Heated

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, 38 reviews

Your Coastal Escape in Naples!

Pet-friendly home rentals with a pool

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

4.95 out of 5 average rating, 21 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 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/Spa, Luxury New Home

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, 139 reviews

Coastal Getaway *Heated Pool *3 King Rooms

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.

4.85 out of 5 average rating, 48 reviews

Beach Retreat House (Pool & Spa)

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.

4.92 out of 5 average rating, 12 reviews

The Lely - 2 Kings - Heated Pool

A spacious pool area is highlighted by a large swimming pool with a built-in hot tub. Modern outdoor furniture is arranged around the pool, and a whimsical float is visible in the water. Lush greenery and palm trees frame the scene, enhancing the relaxed atmosphere.

4.94 out of 5 average rating, 65 reviews

Your Dream House -Steps to 5th Ave

4.96 out of 5 average rating, 97 reviews

A spacious pool area is enclosed by a glass screen, providing views of the tranquil lake and lush greenery. Two chairs are positioned by the pool, with potted plants adorning the space. Natural light filters through sheer curtains, creating a bright ambiance.

Guest suite in Naples

In The Heart of Naples, Suite with Lake & Pool

Private, pet-friendly home rentals

A well-lit room features a comfortable seating area with a sofa and a small side table. A spacious bed is positioned against the wall, with two windows allowing natural light to fill the space. A desk is situated near a window, completing the modern decor.

4.85 out of 5 average rating, 46 reviews

Luxury Guest Suite: 1.9 Mi to Downtown & Beach!

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, 12 reviews

Paradise in the Park - Heated Pool

4.75 out of 5 average rating, 52 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

5 out of 5 average rating, 19 reviews

An open-concept living area features a comfortable beige sectional sofa adorned with decorative pillows, centered around a natural wood coffee table. A ceiling fan and warm lighting complement the neutral decor, with a large wall art piece depicting palm trees enhancing the inviting ambiance.

Condo in Lake Park

Naples 2-BDRM Condo, SuperClean, Patio, Lake Park!

4.95 out of 5 average rating, 88 reviews

Luxury Private Retreat with New Pool in Naples

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, 64 reviews

Your Oasis in Naples! Saltwater Heated Pool!

A scenic view of a wooden pier extends into clear blue waters, framed by a sandy beach. Gentle waves roll onto the shore, while a bright sky with soft clouds enhances the tranquil atmosphere.

4.94 out of 5 average rating, 31 reviews

Naples Beach Life 3 Bedroom 2 Bath house