Holiday rentals with a pool in Naples Park

An open living area is viewed from a dining space, featuring a large wooden table set for meals. Comfortable seating is arranged around a coffee table, with large windows providing an unobstructed view of the pool area outside. A television is positioned on a black media console.

4.97 out of 5 average rating, 228 reviews

3 bdrm up to 6 guest pool walk to Vanderbilt Beach

Our home is located in the heart of North Naples. It is less than 1mi. to the beautiful white sand Vanderbilt Beach. Our brand new remolded non-smoking, 3 bedroom 2 bath home is surrounded by numerous local restaurants, entertainment and shopping centers. It's less than 1mi to the newest Naples hot spot "The Mercato". It's 10 min to downtown Naples, 15mi to Miromar Outlets SWFL top place to shop. You can relax in our open floor plan that leads out to the deck of private Pool and hot tub.

A tranquil backyard scene showcases a private pool surrounded by lush tropical foliage. Amenities include comfortable outdoor seating, a dining area, and a nearby outdoor kitchen. A colorful assortment of pool floaties adds a festive touch, set against a stunning sunset sky.

5 out of 5 average rating, 20 reviews

LUXE: Custom Beach Home w/Pool&Spa, Fire Pit, BBQ

Welcome to your dream beach getaway! This stunning new build offers the perfect blend of luxury, comfort, and family-friendly amenities. Take a morning stroll along the canals to Bluebill Beach Access. After a day at the beach, step outside to your own private oasis, complete with a sparkling pool, spa, and lush tropical garden. This home is perfect for families - with plenty of space for everyone to spread out and enjoy, you'll create lasting memories that will be cherished for years to come.

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, 204 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.

A serene pool area features a natural stone waterfall cascading into the clear water. Lush tropical foliage surrounds the pool, enhancing the tranquil ambiance. The stonework is integrated into the landscape, creating a cohesive and inviting outdoor space.

5 out of 5 average rating, 13 reviews

Villa Cascata Mediterranean Home

Unique and updated, tropical oasis tucked into the ideal Vanderbilt Beach location! Villa Cascata is a Mediterranean-style home complete with a lush landscaped backyard oasis and waterfall pool. Located just 3/4 mile to beach access at popular Vanderbilt Beach. Primary: king size. Guest Room 1 queen-sized bed, and the third bedroom has a twin over full bunk bed with a trundle (bunkroom has a total of 3 beds & can sleep 4). Extra Charges: Pets Extra Guests Pool Heat Concierge Menu (Ask About)

4.91 out of 5 average rating, 258 reviews

A private heated saltwater pool is surrounded by vibrant palm trees, creating a lush outdoor oasis. White lounge chairs are positioned along the poolside, inviting relaxation under a clear blue sky. A well-maintained grassy area adds to the serene atmosphere.

Cottage in Naples Park

Cottage Close to Vanderbilt Beach Heated Pool

2023 Complete Remodel West of 41 .Private Heated Saltwater Pool w/ 6’ Privacy Fenced backyard. 1 miles to Vanderbilt beach Cottage with screened Lanai, 50 inch HD tv, gas blackstone grill w/ceiling fans and wet bar with refrigerator for outdoor living. Great house for small families or couples. Both rooms have king beds, so ideal for 2 couples. A sofa sleeper has been added to sleep 6. Quartzite countertops with travertine Marble floors. Beach chairs, coolers, towels, and sand toys

The image captures a luxury villa with a heated pool and spa, surrounded by palm trees. Lounge chairs and umbrellas are positioned around the pool deck, providing a relaxing area. An outdoor kitchen is visible, featuring a BBQ grill and refrigerator, ideal for al fresco dining.

4.98 out of 5 average rating, 105 reviews

Shiny Clean •Htd Pool •SPA •Sunny •BBQ •Bike2Beach

🌟Shiny clean, sunny, resort-style beach home 🪟4BR, 4 luxury bathrooms, poolside private shower ☀️All day sun pool deck w loungers/sun bed 🏊Heated pool(NO FEE) SPA/Hot tub ⛱️Beach gear, pool toys, full-size game arcade, Foosball 🏝️Close 2 beach. 4 beach bikes. 6 minute bike ride to beach 📶Outdoor movie theater, Instagrm wall, 5 LED TVs, 1Gbps Wifi, remote office setup 👨‍🍳Fully equipped chef's kitchen w bakeware, BBQ grill Washer/dryer, 2-car garage 🧳Ultra luxury awaits..

The outdoor area features a heated saltwater pool, accompanied by a hot tub. A large blue umbrella provides shade over a sun lounger and a decorative side table. Lush palm trees and greenery surround the pool, enhancing the serene environment.

5 out of 5 average rating, 35 reviews

Naples Park Luxury New Construction

Welcome to "The Endless Summer House"! Enjoy a luxury & stylish experience at this New Construction home, ideally located in the 500 block of the Naples Park neighborhood. We have fully stocked this home with all the amenities you'll need while visiting paradise! It's also a quick bike ride or walking distance to both Vanderbilt Beach & Delnor-Wiggins Pass State Park! This home was built new in 2023 by my company TTM Development, so we're certain you'll absolutely enjoy your stay!

A private screened patio area features a heated pool surrounded by tropical greenery. Several lounge chairs are positioned near the water, accompanied by a small table. Bright sunlight filters through the screens, creating a relaxing atmosphere.

4.92 out of 5 average rating, 106 reviews

Vanderbilt Beach Fun • Pool, Bikes & Beach Gear

Sandbank Cottage – Your Perfect Beach Getaway! ☀️🏡 Enjoy a "stay"cation at Sandbank Cottage, just 1 mile from Vanderbilt Beach and within walking distance to malls, art museums, parks, and more! This family-friendly beach cottage features a private 86-degree heated pool, a lanai-screened porch, and an open-concept living space. The master en suite boasts a king bed, and we provide bikes & beach gear for your adventures! 🌊🚲 NEW & IMPROVED WIFI (Aug 2020)! 🚀No Pet Property

An open living area features a cozy seating arrangement with a brown armchair and a textured ottoman. Wall art depicting botanical themes complements the neutral walls. A modern kitchen bar with three stools is visible, lending to the inviting and functional design of the space.

4.99 out of 5 average rating, 148 reviews

Pool Bikes & Beach | Paddle Board Included

We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

The exterior of a modern home is highlighted, featuring a sleek design with large windows and an inviting entrance. Lush tropical plants are positioned along the pathway, and subtle lighting accents are visible, creating a welcoming ambiance as dusk approaches.

5 out of 5 average rating, 25 reviews

Modern Oasis Naples Park

Maple Shore Homes proudly offers Modern Oasis Naples Park - the epitome of tropical luxury living! This stunning designer home is close to beautiful Vanderbilt Beach, restaurants at Mercato, shopping, bike paths and more. Spread out amongst the 4 grand bedrooms each with an ensuite bathroom; Cook in the fully equipped chef's kitchen with stunning 18-foot ceilings; or step out into the ocean air with covered dining, a grill, lounge zone and a heated salt water pool & hot tub.

5 out of 5 average rating, 12 reviews

New! Blue Haven-Heated Salt Pool/Spa,Walk to beach

Blue Haven Haus is a professionally designed coastal retreat in Naples Park. The spacious interior features 3 bedrooms, including a primary suite with a king bed and en-suite bath, a 2nd king bedroom, a 3rd bedroom with two twin beds, and a full guest bath with a bathtub. Outfitted with a heated saltwater pool & spa, Smart TVs, beach gear & games. Luxurious touches meet laid-back style, steps from Vanderbilt Beach & Ritz-Carlton. House attendant on-call during your stay!

A serene outdoor area features a large swimming pool surrounded by palm trees and sun loungers. The backdrop showcases a two-story home with ample glass windows, allowing natural light to illuminate the interior. Soft colors in the sky hint at sunset.

5 out of 5 average rating, 13 reviews

Luxurious "Villa in the Hills"

Welcome to your perfect vacation getaway! This newly remodeled two-story home offers luxury and comfort for groups of all ages. Spacious indoor living space and exquisite outdoor area is providing everything you need for extended family and friends to get-together. This 3 bedroom and 3.5 bathroom home is located only 4 minutes away from the Vanderbilt Beach, night life in Mercato and various magnificent restaurants. Let us help you to build unforgivable memories!

Popular amenities for Naples Park rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

A single-story home is featured, showcasing a spacious outdoor area with a heated pool reflecting the sky. Lounge chairs and an elegant dining table are visible on the covered patio, offering a seamless transition to the inviting, lush landscape surrounding the space.

4.84 out of 5 average rating, 38 reviews

Coastal Elegance: Dual Master Bedroom Retreat 3/3

A private outdoor pool area features a rectangular pool surrounded by a spacious deck. Eight blue lounge chairs are positioned around the pool, and a square spa is integrated into the design. A barbecue grill is situated nearby against a white privacy fence, with tropical plants adding greenery.

4.92 out of 5 average rating, 93 reviews

664 Naples Beach Paradise Private Pool & Spa

A serene saltwater pool is featured within a screen-enclosed lanai, surrounded by lush greenery and palm trees. A spa is integrated beside the pool, while comfortable seating and a shaded umbrella complete the outdoor space, inviting relaxation under the blue sky.

4.97 out of 5 average rating, 31 reviews

Heated Pool & Spa, Near Beach, Naples Luxury Home

A heated pool area features relaxing lounge chairs partially submerged in the water, accompanied by a large white umbrella providing shade. The pool is surrounded by a spacious deck, framed by lush greenery and palm trees, with additional seating visible in the background.

4.99 out of 5 average rating, 94 reviews

Private Naples Oasis w/ Cart, Gym & Saltwater Pool

A clear, inviting pool surrounded by a spacious concrete deck is framed by leafy palm fronds. Comfortable seating areas and umbrellas line the pool, complementing the outdoor cabana visible in the background, creating an ideal space for relaxation and leisure.

4.92 out of 5 average rating, 71 reviews

Zen Beach Retreat * the ultimate luxury getaway

A covered patio area features a cozy seating arrangement with a dark sofa and a wooden dining table. A modern fire pit is situated at the center, complementing the views of a screened-in pool and surrounding greenery beyond the transparent enclosure.

4.93 out of 5 average rating, 30 reviews

Bella Villa Naples - 4BDR - Pool -Vanderbilt Beach

An outdoor pool area is presented with a combination pool spa, surrounded by a tiled deck. Sunlight shines on the crystal-clear water, while a blue lounge chair and sunbed provide seating options. A removable safety fence is visible, positioned near the pool's edge.

5 out of 5 average rating, 96 reviews

Value In Naples Grand SPA Pool Home Walk To Gulf

Superhost

The exterior of a modern, two-story home is highlighted by a spacious driveway and well-maintained landscaping. Tropical palm trees frame the entrance, adding a touch of greenery. A large front porch leads up to the inviting entryway, which features clean architectural lines.

Home in Naples

4.75 out of 5 average rating, 12 reviews

Luxurious Naples retreat!

Condo rentals with a pool

4.98 out of 5 average rating, 116 reviews

The image captures a view of a sandy beach leading to a pier extending into the ocean. Waves can be seen crashing against the pier, while green foliage frames the foreground, enhancing the natural coastal scenery under a clear blue sky.

Condo in Old Naples

FUN AT THE BEACH

A row of modern condos is situated along a sandy beach, with palm trees lining the shore and the Gulf of Mexico visible in the foreground. The sky is partly cloudy, offering a serene coastal view.

4.8 out of 5 average rating, 115 reviews

Oceanview unit. Completely remodeled Pool is open!

4.9 out of 5 average rating, 114 reviews

Bonita Beach and Tennis 5807

4.94 out of 5 average rating, 104 reviews

A cozy living area features a spacious light-colored sofa and two armchairs, complemented by a glass-topped coffee table. A ceiling fan provides airflow, while natural light pours in through large glass doors. A television is mounted on the wall, enhancing the room's functionality.

Condo in Park Shore

Lush tropical 1st floor getaway in Naples

4.92 out of 5 average rating, 165 reviews

A spacious living area features modern white armchairs positioned beside a stylish sofa. A table is set with decorative placements, and light enters through large sliding glass doors, framing views of lush greenery outside.

Condo in Park Shore

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

4.92 out of 5 average rating, 131 reviews

A modern living area is highlighted by a white sectional sofa and a circular glass dining table surrounded by stylish white chairs. Large windows provide views of a tranquil outdoor space with greenery and water, complementing the bright interior decor.

Condo in Naples

Beautiful Pool 5m to the Beach Downtown & Shopping

A bright living area features a comfortable seating arrangement with a neutral sofa and a reclining chair. A coffee table is positioned centrally, with a scenic view of the ocean visible through expansive sliding glass doors, leading to a balcony with outdoor seating.

4.97 out of 5 average rating, 146 reviews

Bonita Beach and Tennis 3907 - Ocean Views

An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.

4.99 out of 5 average rating, 143 reviews

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Other holiday rentals with a pool

An open living area features modern furnishings and a spacious seating arrangement. A large, flat-screen television is mounted on the wall, while light floods in through expansive sliding glass doors that lead to a private pool area. The kitchen bar is equipped with sleek stools.

5 out of 5 average rating, 26 reviews

Brand New Luxury Home Near Beach

4.99 out of 5 average rating, 100 reviews

A bright pool area features a sparkling blue swimming pool surrounded by beige stone tiles. Comfortable lounge chairs are positioned alongside the pool, with a shaded gazebo in the background. Lush greenery and palm trees create a serene atmosphere, enhancing the outdoor experience.

Cottage in Naples Park

Sugar Beach Bungalow With a Pool!

A spacious Master Suite features a king-size bed with decorative pillows and a light grey upholstered headboard. A dark wicker sofa and wooden coffee table are positioned beside large sliding glass doors, leading to a patio area with views of the pool.

4.86 out of 5 average rating, 21 reviews

Mango House with Heated Pool 3 bedrooms 3 baths

An inviting outdoor space features a heated pool surrounded by a screened-in area. A dining table is set for six, with a large outdoor TV mounted on the wall. Lounge chairs are positioned nearby, creating a comfortable atmosphere for relaxation and entertainment.

5 out of 5 average rating, 16 reviews

"Mediterra" WALK to beach, Heated Pool,BBQ, GYM

An open-concept living area is displayed, featuring a modern kitchen with a center island and barstools. A comfortable seating area is arranged with a sectional sofa facing a wall-mounted TV. A dining table with chairs occupies the space beside large windows, allowing natural light to enter.

4.87 out of 5 average rating, 53 reviews

Beautiful pool house 2mi from the Beach, Bikes+BBQ

5 out of 5 average rating, 68 reviews

An outdoor space showcases a fire pit surrounded by four chairs with cushions. The background features a private saltwater pool and spa, with lush greenery illuminating under a twilight sky.

Home in Naples

Private Pool, Spa, Minutes to the Beach &King Bed

Superhost

The exterior of the home is presented with a carefully landscaped yard featuring lush greenery and palm trees. A paved driveway leads to a two-car garage, while the elegant entrance is framed by arched windows and a tiled roof that adds to the overall charm.

4.84 out of 5 average rating, 62 reviews

Amazing Naples Escape Home with Pool & Bikes