Pet-friendly holiday rentals in Old Naples

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, 175 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 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, 210 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.

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, 138 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 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

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, 116 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!

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.

4.9 out of 5 average rating, 120 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!

4.91 out of 5 average rating, 133 reviews

Guest suite in Naples

Newly Renovated Studio 5 Min From Beach

This newly remodeled studio with a private entrance is your perfect home away from home as you explore Naples. Featuring : Private entrance with self-check-in Workspace with an office chair, High-speed internet Complimentary coffee On-site washer/dryer Private bathroom and kitchenette with all the essentials (no stove) Staying with us ensures you'll have everything you need to feel revitalized after a busy day of beaching, shopping and dining!

4.83 out of 5 average rating, 184 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, my place is 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 . roll away bed available if needed in garage. many beach toys available in garage. coolers beach towels everything you can think of.

4.96 out of 5 average rating, 206 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, 126 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

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 34 reviews

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

4.91 out of 5 average rating, 149 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, 14 reviews

The Marquee of Naples

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, 64 reviews

Prime Location & Screened Patio

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.

4.84 out of 5 average rating, 25 reviews

Naples Bungalow-Perfectly located & 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!

The exterior of a cozy cottage is displayed, featuring light blue walls and a white fence. A pathway leads to the entrance, with greenery surrounding the area and sunny skies above.

4.78 out of 5 average rating, 46 reviews

House 2Queens Fenced Yard Near DownTown & Beach

Pet-friendly home rentals with a pool

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

4.89 out of 5 average rating, 28 reviews

Great Location, Sleeps 8, Heated Pool!

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.

4.94 out of 5 average rating, 31 reviews

Tivoli Paradise Salt Pool & Spa Villa with a Water

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 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, 113 reviews

Naples Retreat: Heated Pool - Minutes to Beach

4.9 out of 5 average rating, 30 reviews

Luxury 6BR Retreat w/private Pool beach 3 min away

5 out of 5 average rating, 19 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!

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

Private, pet-friendly home rentals

A bright room features a spacious bed with a patterned coverlet, complemented by a blue metal frame. The kitchenette is equipped with modern appliances, including a microwave, coffee maker, and mini-fridge, set against light cabinetry. A small window allows natural light to fill the space.

4.84 out of 5 average rating, 43 reviews

Naples Coastal Escape 1.9miles to the beach

4.8 out of 5 average rating, 46 reviews

Cozy Apt Bayshore Arts District

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, 12 reviews

Visit beautiful Naples, Furry Friends Welcome.

4.89 out of 5 average rating, 47 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!

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, 38 reviews

Charming Waterfront Tropical Escape Near Downtown

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, 9 reviews

Naples Beach, Heated Pool/Spa, Luxury New Home

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.