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.

4.96 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.

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.

4.89 out of 5 average rating, 100 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.

4.95 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!

4.94 out of 5 average rating, 142 reviews

An outdoor space is shown, featuring two lounge chairs with decorative pillows, positioned beneath a blue umbrella. A sleek, modern side table sits between them, complemented by a vibrant arrangement of flowers. Water fountains gently spray into the clear pool, surrounded by lush greenery.

Home in Naples Park

577 Sunny Daze | Private Heated Pool - Close2Beach

This 3 Bedroom/2 Bathroom Pool Home has it all in the heart of the Vanderbilt Beach Area. Beaches are easily accessible by walking, biking or driving. Located nearby the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please. Supermarkets, World Class Shopping, Dining & Nightlife including Mercato Shopping & Dining District, one of Naples best attractions just minutes away. Master Bedroom - King Bed Guest Bedroom - Queen Bed 2nd Guest Bedroom - 2 Full Beds Small dogs under 20lbs w/app

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).

4.96 out of 5 average rating, 113 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.

Apartment 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.

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

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, 109 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

Top-rated luxury pool home 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!

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, 122 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.

4.91 out of 5 average rating, 231 reviews

Sunny Naples Escape | Poolside + Beach Access

Welcome to your Naples escape! Just 11 minutes from the beach, this tranquil home features a private heated pool and cozy comfort for up to 9 guests. Enjoy hybrid memory foam beds, hypoallergenic pillows, and freshly updated linens and drapes. Designed for restful, easygoing stays—perfect for beach days, poolside lounging, and quality time together. Make yourself at home and unwind in sunny style!

Popular amenities for Lely Resort pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 77 reviews

Edgy house with Heated Salt Water Pool

A spacious outdoor area features a refreshing pool with gently rippling water. Two pink floatation devices rest on the water's surface. Light-colored lounge chairs are positioned nearby, and the house is framed by lush greenery, creating an inviting space for relaxation.

5 out of 5 average rating, 22 reviews

Waterfront w/Pool & Patio - Close to Everything

4.86 out of 5 average rating, 141 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

5 out of 5 average rating, 7 reviews

Gated Naples Heated Pool• Monthly January Savings!

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

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, 12 reviews

The Marquee of Naples

4.87 out of 5 average rating, 15 reviews

Naples| Family Friendly |Heated Pool| Near Beach

5 out of 5 average rating, 9 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,

Pet-friendly home rentals with a pool

5 out of 5 average rating, 47 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 private pool is surrounded by a spacious deck, featuring two white lounge chairs positioned under a large umbrella. Lush greenery and palm trees are visible in the background, complemented by a fenced yard that adds to the secluded atmosphere.

4.89 out of 5 average rating, 105 reviews

13 Downtown Near Beach Free Heated Pool and Spa

5 out of 5 average rating, 12 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.

Guest house in Naples

Downtown Naples Oasis – 5 Mins to the Beach!

An inviting heated pool is displayed within a retro-designed enclosure, featuring a striking patterned floor. Lounge chairs are positioned nearby, offering comfortable seating. Large screens protect against the elements while providing an unobstructed view of the surrounding greenery.

4.93 out of 5 average rating, 96 reviews

Luxury Design/Water-Heater-Pool/Pet friendly

4.89 out of 5 average rating, 45 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.

Apartment in Naples

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

4.96 out of 5 average rating, 25 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

4.96 out of 5 average rating, 25 reviews

Apartment in Naples

Cozy Naples lake view condo at Lely golf resort!

A serene pool area is illuminated by soft blue and purple lighting at night. Spacious lounge chairs surround the pool, providing ample relaxation space. A hot tub is integrated into the pool design, enhancing the tranquil atmosphere of the outdoor retreat.

4.81 out of 5 average rating, 42 reviews

15 Downtown near beach with stunning Pool/Spa

Private, pet-friendly home rentals

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.

5 out of 5 average rating, 12 reviews

Chic-Kee Bungalow 4

A single-story house features a neatly landscaped front yard with green grass and a variety of plants. The exterior showcases light-colored siding and blue shutters. In the center, a welcoming front door is framed by a decorative circular window. Abundant palm trees and shrubbery create a tropical ambiance.

4.91 out of 5 average rating, 45 reviews

Embassy Paradise

5 out of 5 average rating, 11 reviews

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

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

A relaxing hot tub is featured under a shaded structure, surrounded by lush greenery. Comfortable seating is available nearby, offering an inviting space for outdoor leisure. Soft blue water of the hot tub suggests a tranquil atmosphere.

4.8 out of 5 average rating, 25 reviews

The Naples Getaway House with Hot tub

Tiny home in Bonita Springs

A single-story house with a light exterior is presented, featuring turquoise awnings above the windows. A welcoming front porch area is adorned with potted plants. Lush green grass surrounds the home, framed by tropical shrubs and trees, creating a serene outdoor setting.

5 out of 5 average rating, 43 reviews

1952 Old Florida Cottage Between Downtown & Beach

A cozy room features a spacious bed with neutral bedding, complemented by teal accent chairs positioned nearby. A small table is placed in front of the bed, and a wall-mounted TV is visible. Natural light enters through curtain-covered windows, enhancing the inviting space.

5 out of 5 average rating, 7 reviews

Cozy Studio

A sleeping area features a spacious bed covered in a patterned blue and white bedspread. Large curtains depict a beach scene with palm trees and ocean waves. Two red bar stools are positioned near a small shelf, and a wall-mounted television is visible.