Holiday rentals with a pool in Naples Park

5 out of 5 average rating, 105 reviews

Your Private NaplesBeach Getaway

🌴 Private Oasis 3 mins from Vanderbilt Beach 🌊 Welcome to our slice of paradise in Naples Park, Florida! Nestled 3 minutes away from the pristine sands of Naples Beach, world-famous Mercato Shops & Dining, and Publix/Walmart. Only 15 minute north of 5th Ave Downtown District. Our renovated home features a privately fenced backyard with a new heated saltwater pool, a custom miniature golf zone, and many outdoor games for every guest ❤️ Simply the most perfect cozy retreat for your beach getaway🏖️

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.

4.95 out of 5 average rating, 240 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 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, 212 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 spacious outdoor area encompasses a newly heated pool, surrounded by tropical landscaping. Lounge chairs are positioned near the pool, while dining tables and colorful umbrellas provide shade. A BBQ grill is accessible, with additional seating visible under the covered patio area.

4.93 out of 5 average rating, 152 reviews

606 SeaRenity Resort • Designer Home w/Heated Pool

Welcome to 606 SeaRenity! This completely remodeled home features a SOUTHERN EXPOSURE, HEATED POOL & is surrounded by lush tropical landscaping! Located in the heart of the Vanderbilt Beach area meaning world class, white sand beaches are easily accessible by walking, biking or driving. Near the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please. Supermarkets, Shopping, Dining & Nightlife including Mercato Shopping & Dining District, Naples best attractions just minutes away.

4.87 out of 5 average rating, 143 reviews

The screened patio area features a solar-heated pool surrounded by lush greenery. Comfortable lounge chairs are positioned alongside, and a gas BBQ grill is visible nearby. Floating pool toys and colorful cushions add a relaxed touch to the inviting atmosphere.

Bungalow in Naples Park

Little Treasure House minutes from Beach & Mercato

Enjoy a sun-soaked retreat in Naples Park! This inviting vacation home boasts a solar-heated pool, perfect for families, couples, or friends seeking a getaway or staycation. With easy access to Vanderbilt Beach (10 mins by bike) and the vibrant Mercato for shopping, dining, and entertainment, it's an ideal location. This cozy home away from home offers all essentials for a relaxing stay, just pack your sunglasses and bathing suit and immerse yourself in the quintessential Florida lifestyle!

5 out of 5 average rating, 103 reviews

A heated pool is enclosed within a screened lanai, featuring a colorful beach ball floating on the water's surface. Sunlight filters through the mesh walls, illuminating the pool area and surrounding greenery, while lounge chairs are positioned nearby for relaxation.

Cottage in Naples Park

Beach House on pond w/ HEATED pool - sleeps 6

This secluded and beautiful beachside getaway is yours. Perfectly positioned easy access to white-sand beaches & fabulous shopping/dining/golfing/site seeing experiences of Naples. (2 bed 2 bath.) Gorgeous lakeview, (turtles/ducks incl.). HEATED POOL. Enjoy fresh coffee at sunrise from lanai watching swans take their morning swim or have a nightcap near shimmering moonlit pond. We warmly welcome you to rest, relax and stretch-out at this incredibly charming Beach*House cottage.

A living area features a comfortable grey sofa adorned with decorative pillows, complemented by a dark accent chair. A modern coffee table sits centrally, with light streaming in from a nearby window. The space is enhanced by elegant artwork and fans overhead.

4.94 out of 5 average rating, 141 reviews

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

Lovely Pool/Spa bungalow, located in Naples Park, 1.5 miles from Vanderbilt Beach. Across the street from Marcato shopping center, Whole Foods, Cinema, restaurants and clubs. The unit is in pristine shape and features elegant furnishings and decor, tile floors throughout, granite counters in the kitchen, stainless steel appliances, impact windows and all white linens. Private screened in patio at the front and shared backyard area with pool/spa and BBQ. King Bed and Queen Sleeper Sofa.

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.

4.98 out of 5 average rating, 100 reviews

Private Naples Oasis w/ Cart, Gym & Saltwater Pool

Welcome to your private slice of paradise in sunny Naples Park—just minutes from Vanderbilt Beach, Delnor-Wiggins Pass, and the shops and dining at Mercato! This bright and beachy 3-bedroom, 2-bath home has everything you need for the perfect Florida getaway. Whether you're cruising to the beach in our golf cart (optional rental), soaking up the sun by the private heated saltwater pool, or enjoying dinner on the screened lanai, this spot makes it easy to relax, recharge, and have fun.

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, 109 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..

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, 160 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.

An evening view of the private heated pool area, featuring a spacious pool illuminated in a calming blue hue. Outdoor furniture, including lounge chairs and a dining set, is arranged around the pool, surrounded by lush greenery and soft lighting from the house.

4.95 out of 5 average rating, 116 reviews

***GEM!***3BR BEACH HOUSE W/ HEATED POOL!

This BEACH HOME boasts a TROPICAL style back yard with PRIVATE fenced in HEATED POOL and a SPACIOUS WIDE OPEN living area. The 3 Bedroom 2 Bath holds up to 8 people with very comfortable sofas, large flat screen TVs, a large kitchen with granite countertops, generous kitchen island, and a dining room table . With the 2 provided bikes, take a ride down to world famous Vanderbilt Beach just over 1 mile away. Beach chairs, beach toys, umbrellas, and a cooler all included!

A refreshing concrete pool, measuring 30 feet by 14 feet, is surrounded by a spacious paver patio. Two green lounge chairs sit on the pool's edge, while a small splash pad is also visible. Privacy fencing provides seclusion around the yard.

4.93 out of 5 average rating, 257 reviews

FAMILY FRIENDLY with CRIB**Heated Pool** Naples!!!

This beautiful home is located on the very desirable 500 block of Naples Park. With a short bike ride or walk to the beach! It is on a corner lot with a fenced yard. The house is a 3 bedroom 3 bath home. The 3rd bedroom and bathroom are similar to a mother in law suite and is cooled with a mini split air conditioner. The main area has 2 bedrooms and 2 bathrooms cooled with central air conditioning. 4 bikes are included with your stay! No pets allowed on this property.

Popular amenities for Naples Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 7 reviews

Home in Naples

Beach Home/Heated Pool, Courts, Movie & Game Room

5 out of 5 average rating, 14 reviews

Beach, Heated Saltwater Pool & Pets - Yes Please!

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.

4.93 out of 5 average rating, 97 reviews

664 Naples Beach Paradise Private Pool & Spa

4.99 out of 5 average rating, 70 reviews

Beautiful Naples Home w/ Pool Near Beach & Dining

A serene outdoor space is highlighted by a heated pool and spa, featuring glowing turquoise water. The area is bordered by lush greenery and a white privacy fence, with comfortable lounge chairs positioned nearby. The sky is painted in hues of pink and purple, adding to the tranquil ambiance.

4.98 out of 5 average rating, 55 reviews

LuxuryHome|Close2Beach|HeatedPool+Hot Tub|3Kings

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.

4.92 out of 5 average rating, 36 reviews

Bella Villa Naples - 4BDR - Pool -Vanderbilt Beach

A spacious pool area features a pristine blue pool surrounded by white fencing. Two lounge chairs with soft cushions are positioned at the pool's edge, accompanied by colorful, woven side tables. Lush greenery is visible in the background, enhancing the serene atmosphere.

5 out of 5 average rating, 14 reviews

The Pop Hauz - Large Pool Home+MotherInLaw Suite

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, 27 reviews

Modern Oasis Naples Park

Condo rentals with a pool

4.81 out of 5 average rating, 121 reviews

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.

Condo in Bonita Springs

Oceanview unit. Completely remodeled pool is open!

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, 168 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, 132 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

4.9 out of 5 average rating, 105 reviews

A scenic view showcases Bonita Beach, where the soft sand meets the calm blue waters of the Gulf. Lush palm trees line the beach, with a dining area set back from the shore. A vibrant building is visible, providing options for beachside refreshments.

Condo in Bonita Springs

Easy Breezy Too

4.99 out of 5 average rating, 152 reviews

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.

Condo in Bonita Springs

Casa Bonita - Relax @ The Beach (Newly Remodeled)

4.87 out of 5 average rating, 247 reviews

A serene pool area is surrounded by lush tropical greenery, illuminated softly under a twilight sky. Lounge chairs are positioned along the pool's edge, inviting relaxation. The natural landscape features towering trees and vibrant plants, enhancing the tranquil atmosphere.

Condo in Park Shore

Park Shore Walk to Beach!

4.93 out of 5 average rating, 134 reviews

A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.

Condo in Old Naples

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

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, 28 reviews

Brand New Luxury Home Near Beach

4.87 out of 5 average rating, 15 reviews

Sunny Retreat is ready to Host!

A screened-in pool area showcases a clear blue pool, with a ladder leading into the water. Comfortable lounge seating is positioned nearby, accompanied by a small umbrella. The inviting space features a view of the house's interior, visible through large glass doors.

5 out of 5 average rating, 52 reviews

Villa Palma Beach House with Pool Walk to Beach

A spacious sleeping area includes a king-sized bed with light blue bedding accented by decorative pillows. A television is mounted on the wall opposite the bed. Natural light filters through sliding glass doors leading to an outdoor space, enhancing the serene ambiance.

4.96 out of 5 average rating, 25 reviews

Naples Oasis-minutes from beaches, Pool+Lanai

A private backyard showcases a clear blue pool surrounded by palm trees. A stainless-steel grill is positioned nearby, alongside two bicycles resting against the fence. Sun loungers are placed along the pool's edge, providing space for relaxation under the sunny sky.

4.69 out of 5 average rating, 48 reviews

Southern Exposure Pool Home

An aerial view showcases a heated saltwater pool surrounded by spacious decking and poolside lounge chairs. Beyond the pool, two putting greens are visible, complemented by a hot tub nearby. Lush greenery accents the outdoor space, creating a serene retreat.

5 out of 5 average rating, 52 reviews

Beach, MiniGolf, HTD Pool, 2 Mstr Suites, 3 Kings,

A covered lanai features a well-maintained pool with crystal-clear water. Two white lounge chairs sit in the shallow end, complemented by a large orange umbrella providing shade. Lush greenery and palm trees surround the area, enhancing the outdoor relaxation space.

5 out of 5 average rating, 15 reviews

Tranquil 3br/2ba Home with Saltwater Pool

A welcoming entry area features a stylish desk with a computer and books, accompanied by a comfortable chair. Soft lighting from lamps enhances the serene ambiance, while decorative wall art and a large round mirror complete the space. The tiled floor adds a clean, modern touch.