Vacation rentals with a pool in North Naples

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, 17 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, 203 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, 144 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, 138 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!

4.91 out of 5 average rating, 257 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, 103 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 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, 5 reviews

Naples Beach/Heated Pool/Spa, Luxury New Home

Want an upgrade in luxury and experience on your next Naples vacay? This brand new modern home is located in Naples park close to literally all the action of fine dining, shopping, luxury beaches (near Ritz Carlton) and fun water sports! Unwind in your private lanai and backyard oasis, complete with a high-end pool and hot tub. The perfect blend of elegance, relaxation, and convenience awaits! Your pet is welcome! Bikes available for your use for a quick trip to the beach also!

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, 105 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, 147 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.

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!

4.99 out of 5 average rating, 98 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!

Come jump in the pool! Put away your wool hats, hang up your parkas, and break out the swim trunks, sunglasses and flip flops. There’s no better way to celebrate summer (or escape winter) than with a relaxing beach vacation. Bring the whole family, roll with a group of friends, or make it a romantic retreat. Whatever the trip, opt for a luxurious vacation rental with all the home amenities you’re used to at home—and some. This incredible beach home has it all!

Popular amenities for North Naples rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 66 reviews

Home in Naples

Charming 3BR Lake Home w/ Pool, Hot Tub & Fire Pit

A modern dining area features a wood dining table surrounded by light-colored chairs. Large sliding glass doors open to a patio adorned with greenery, allowing natural light to fill the space. Coastal-themed decor adds a refreshing touch to the bright, airy environment.

5 out of 5 average rating, 76 reviews

Stylish & Cozy ★ Walk to Beach ☀ Pool ♕ King Beds

A clear blue pool features a spa area, bordered by decorative stone. Two lounge chairs are positioned alongside the water, offering a relaxing area. A dining table with multiple chairs is visible in the background, with a privacy fence and lush greenery completing the serene outdoor setting.

4.97 out of 5 average rating, 212 reviews

Last Minute Deals! Walk to beach! Jacuzzi & Pool

5 out of 5 average rating, 6 reviews

Home in Willoughby Acres

Modern Retreat w Pool & Hot Tub Near Beaches

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, 30 reviews

Heated Pool & Spa, Near Beach, Naples Luxury Home

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, 92 reviews

664 Naples Beach Paradise Private Pool & Spa

4.99 out of 5 average rating, 88 reviews

Private pool-spa home just blocks from the beach

An open-concept living area features a spacious sectional sofa with decorative cushions. A dining table with elegant chairs is visible, along with a modern kitchen displaying dark cabinetry, stainless steel appliances, and a large island with bar seating. Ceiling fans and recessed lighting enhance the ambiance.

4.93 out of 5 average rating, 87 reviews

Naples Home-Min to beach,shops,dining. Heated Pool

Condo rentals with a pool

Condo in Fort Myers Beach

4.82 out of 5 average rating, 113 reviews

Gulf Views & Sunsets | Estero Beach Tennis 206C

Condo in Fort Myers Beach

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

4.92 out of 5 average rating, 202 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

4.9 out of 5 average rating, 113 reviews

Bonita Beach and Tennis 5807

4.94 out of 5 average rating, 102 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

4.91 out of 5 average rating, 163 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, 130 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, 143 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, 141 reviews

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Other vacation 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, 25 reviews

Brand New Luxury Home Near Beach

5 out of 5 average rating, 3 reviews

Home in Bonita Springs

Family Oasis | Heated Pool + Beach Gear, Kid Ready

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.

4.86 out of 5 average rating, 51 reviews

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

A heated pool and spa are enclosed within a screened lanai, featuring clear water and a stone-accented border. Lush foliage surrounds the area, providing a serene backdrop. A single lounge chair sits on the stone deck, ready for relaxation under the bright blue sky.

4.95 out of 5 average rating, 63 reviews

Barefoot Bungalow - Pool/spa, walk/bike to beach

A welcoming exterior view of the home showcases a landscaped yard with colorful flower beds. A covered porch offers seating beneath a wooden structure, while the driveway provides ample parking space. The house is bathed in warm evening light under a vibrant sky.

4.9 out of 5 average rating, 31 reviews

Renovated beach home, walk to beach * new pool

A light-filled living area features soft blue armchairs and a leather sofa, arranged around a round coffee table atop natural wood flooring. A wall-mounted flatscreen TV displays a tranquil landscape, while a dining area with modern chairs and a large light fixture is visible in the background.

5 out of 5 average rating, 12 reviews

Quiet Coastal Haven by Barefoot Beach & Lakes

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, 29 reviews

Bella Villa Naples - 4BDR - Pool -Vanderbilt Beach