Pet-friendly holiday rentals in Lely Resort

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.

4.95 out of 5 average rating, 117 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.

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, 106 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.

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.

4.96 out of 5 average rating, 201 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!

4.91 out of 5 average rating, 142 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.

4.94 out of 5 average rating, 117 reviews

A bright living room is highlighted by a blue sectional sofa adorned with colorful cushions. A round, glass coffee table sits on a patterned rug, while a white armchair complements the space. Windows with blinds allow natural light to fill the room.

Condo in Naples

Beaches & 5th Ave 2.5 miles away!

Bring your family and friends to our Southwest Florida paradise! This stylish space is the newest addition to our profile. Located in Naples Florida and within a 7 min drive to 5th Ave shops, restaurants, and beaches. Enjoy a 10 min walk to Celebration Park and local restaurants. Guests can enjoy this newly remodeled condo that has everything you will need for your Naples getaway. **If you have a larger party, inquire and view our profile about the 3 other condos on this property.

4.86 out of 5 average rating, 143 reviews

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.

Home in Naples Park

#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 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.

4.94 out of 5 average rating, 142 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 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, 111 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.

4.97 out of 5 average rating, 143 reviews

The illuminated pool glistens in a tranquil setting, adorned with floating yellow lily candles. Lounge chairs with striped towels are positioned beside the water, while soft lights provide ambiance around the area, creating a serene space for relaxation.

Home in Marco Island

Heated Pool with Outdoor Kitchen in Prime Location

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🏠Newly renovated & professionally designed 👙Amazing pool and outdoor kitchen (including grill, pizza oven, fridge)! 🏖️4 mins to beach 🌊Beach chairs, umbrellas, beach wagon & bikes 🐶Low pet fee; we love our 4-legged guests! ✅Fully stocked chef’s kitchen 🛌🏽Super comfortable beds for ultimate comfort and sleep 💻 High speed internet with dedicated workspace 😊24/7 local & professional host support!

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, 112 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!

4.9 out of 5 average rating, 167 reviews

A heated pool is surrounded by a screened-in lanai, showcasing clear blue water reflecting sunlight. Two lounge chairs with striped cushions are positioned nearby under a spacious umbrella, offering shade against the bright sky. Lush greenery is visible in the background, enhancing outdoor privacy.

Home in Naples Park

555 Royal Palm Villa | Luxury Heated Pool Home

Luxury resides at this 3 Bed/2 Bath with Heated Pool. You'll surely be happy spending your stay at this single family home located on the most desired block of the popular Naples Park neighborhood, only a 3 minute drive from Vanderbilt Beach and Wiggins Pass Beach. Xfinity Comcast Cable & Internet service Free to our guests. Beach chairs, umbrellas and towels are available to make your trip to the beach an easy one.

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 Lely Resort pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 50 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 spacious covered outdoor seating area features multiple dark wooden chairs and a round table, providing a comfortable space for relaxation. The heated saltwater pool is visible in the background, surrounded by lush landscaping and patio chairs. Ceiling fans enhance airflow in the shaded area.

4.95 out of 5 average rating, 78 reviews

Edgy house with Heated Salt Water Pool

4.89 out of 5 average rating, 18 reviews

Naples| Family Friendly |Heated Pool| Near 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.

5 out of 5 average rating, 13 reviews

The Marquee of Naples

5 out of 5 average rating, 10 reviews

The outdoor pool area is enclosed by a screened lanai, showcasing a tranquil setting with palm trees and water views. Comfortable lounge chairs line the poolside, while the surface reflects the colors of the sunset, providing a serene atmosphere.

Home in Bonita Springs

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

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, 24 reviews

Pool Home Minutes to the Beach

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, 135 reviews

Coastal Getaway *Heated Pool *3 King Rooms

A modern two-story home is presented with a wide wrap-around porch. Stairs lead to the upper level, where large windows allow for abundant natural light. The gravel driveway accommodates multiple vehicles, with greenery and landscaping enhancing the outdoor space.

4.9 out of 5 average rating, 124 reviews

Pine ridge model home

Pet-friendly home rentals with a pool

A refreshing swimming pool features floating inflatable items, including a unicorn and colorful loungers. Water fountains gently spray into the pool, surrounded by a spacious deck. Lush greenery and a privacy hedge create a serene environment, while inviting lounge chairs are positioned nearby for relaxation.

4.89 out of 5 average rating, 83 reviews

Tropical Pool Paradise close to 5th Ave/Beaches

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, 6 reviews

Home in Willoughby Acres

Modern Naples Retreat w/Pool & Hot Tub Near Beach

4.97 out of 5 average rating, 30 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.

Apartment in Naples

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

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, 67 reviews

Sunshine days! Stunning pool home. Gated community

5 out of 5 average rating, 15 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!

4.89 out of 5 average rating, 47 reviews

A modern outdoor area features a sleek heated pool and jacuzzi, surrounded by landscaped greenery. Glass railings provide unobstructed views of the river. Natural stone surfaces complement the serene environment, creating a peaceful retreat for relaxation.

Condo in Naples

Casa Di Napoli: 2/2 Chic Retreat/Private Pool

4.97 out of 5 average rating, 36 reviews

A spacious outdoor area showcases a swimming pool and a hot tub, surrounded by a screened enclosure. Comfortable seating is arranged nearby, with a dining table set under an umbrella. Bright green murals add a touch of color to the white walls.

Home in Marco Island

Sunset Serenity | Heated Pool | SPA |5min Beach

Private, pet-friendly home rentals

A stilt home is nestled among lush greenery, surrounded by tall trees and colorful potted plants. A spacious deck extends from the front, offering a shaded area. The gravel driveway leads to the house, adding to the property's natural charm and peaceful setting.

5 out of 5 average rating, 7 reviews

Unique Charming Home 3 Min to Downtown! FAST WiFi

5 out of 5 average rating, 12 reviews

An open-concept living area is shown, featuring a modern kitchenette with white cabinetry and stainless-steel appliances. Four bar stools are positioned at a low counter, while a dark sectional sofa sits across from a coffee table atop a patterned rug. Natural light enters through large windows.

Guesthouse in Naples

Naples Charming Cottage

5 out of 5 average rating, 8 reviews

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.

Home in Naples Park

Paradise in the Park - Heated Pool

4.97 out of 5 average rating, 29 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!

4.92 out of 5 average rating, 13 reviews

Apartment in Naples

Cozy Studio

4.96 out of 5 average rating, 26 reviews

A heated saltwater pool is surrounded by a spacious patio featuring lounge chairs and umbrellas. The backyard showcases professional landscaping with lush greenery. The main house, with large glass doors, offers access to outdoor living and a peaceful atmosphere under a clear blue sky.

Villa in Naples

Entire Home w/ Private Heated Pool Sleeps up to 8

An open living area features a comfortable white sectional sofa facing a large wall-mounted TV. Natural light flows through sliding glass doors leading to an outdoor space. A round wooden coffee table and a stylish accent chair add to the welcoming atmosphere.

4.94 out of 5 average rating, 68 reviews

Old Naples Home | Hot Tub, 5 Min Downtown & Beach