Holiday rentals with a pool in Naples Park

5 out of 5 average rating, 102 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🏖️

A private outdoor space features a heated saltwater pool with a vibrant blue surface, surrounded by tropical plants. Two white lounge chairs with cushions are positioned under a large dark umbrella, offering shaded seating for relaxation. A smooth deck complements the tranquil setting.

5 out of 5 average rating, 35 reviews

Naples Chic Retreat | Heated Pool | Prime Spot

Your piece of paradise awaits in Naples, Florida! This stylish retreat, ideal for up to 7 guests, combines comfort with convenience. Enjoy three tranquil bedrooms, a heated saltwater pool with a sun shelf, a lanai and a full outdoor kitchen. Bask in the glory of the Florida sun, as you're just steps away from pristine beaches, trendy shopping hubs, and gastronomic delights. Our sanctuary is perfect for all - from adventurers seeking outdoor escapades to vacationers craving leisurely beach days.

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, 235 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, 208 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.

4.87 out of 5 average rating, 142 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!

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.

4.83 out of 5 average rating, 47 reviews

Newly renovated luxury pool home in Naples FL

Stylish luxury pool home. Perfect for your next get away. Central location. Short distance to the Gulf of Mexico and Vanderbilt Beaches. Enjoy spacious and comfortable accommodations and experience local attractions in style and convenience. Close to Mercato, restaurants and ½ mile to beaches. New kitchen with custom cabinets, smart appliances w/induction range, custom maple cabinets and quartz countertops, yard w/privacy fence. Enjoy sun all day in enclosed pool with sun-shelf and spa.

A refreshing outdoor space features a newly designed pool with an attached heated spa, surrounded by a wrap-around sundeck. Several lounge chairs are positioned under palm trees, and a patio umbrella provides shade. A spacious home’s exterior is visible in the background.

5 out of 5 average rating, 41 reviews

Escape to Pool & Beach Paradise!

Unwind in the privacy of your very own tropical oasis in the heart of Naples Park/Vanderbilt Beach area. This sun-filled south facing home showcases a new pool w/heated spa w/wrap around sundeck for the ultimate relaxation. This zen-like 2 BR (Kings), 2 BA retreat is close to Vanderbilt Beach and Mercato is just minutes away! Newly renovated and beautifully decorated. Enjoy your morning coffee from the lanai, the perfect place to contemplate the ultimate decision: Beach or Pool Day?

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.

4.95 out of 5 average rating, 136 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.

4.93 out of 5 average rating, 111 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-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, 60 reviews

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

We lovingly prepare our modern, comfortable house with care and attention to detail so you can feel right at home. We're just 5 minutes from Delnor-Wiggins State Park, Vanderbilt Beach, Mercato, Whole Foods, Trader Joe’s, Walmart, Publix. Enjoy all that Naples has to offer—breathtaking sunsets, beautiful beaches, shopping, and great restaurants. Relax in the heated pool (extra fee), and enjoy birds and butterflies from our backyard. We're always attentive to our guests’ needs!

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, 153 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!

Popular amenities for Naples Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A covered lanai features a screened-in area with a spacious pool and attached spa. Sunlight reflects off the water's surface, and lounge chairs are positioned around the pool. A dining table for outdoor meals is visible, along with a grill for barbecuing.

4.97 out of 5 average rating, 58 reviews

Heated Pool and Spa Home!

An outdoor kitchen and bar area is illuminated with soft lighting, showcasing a grill and ample counter space. The saltwater pool features calming purple lights, while seating stools are placed nearby, surrounded by lush tropical landscaping for a serene atmosphere.

4.97 out of 5 average rating, 115 reviews

The WaterSun Oasis - Luxury Private Pool & Spa

4.99 out of 5 average rating, 136 reviews

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings

4.91 out of 5 average rating, 11 reviews

Relaxing 3-Bed Home in Naples Park with Pool/Bikes

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, 47 reviews

Villa Palma Beach House with Pool Walk to Beach

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, 94 reviews

664 Naples Beach Paradise Private Pool & Spa

4.98 out of 5 average rating, 146 reviews

A serene pool area features a champagne-style hot tub connected to a shimmering pool, surrounded by a marble deck. A vibrant mural of a sea turtle decorates the wall, while lounge chairs are positioned nearby, inviting relaxation amidst lush tropical landscaping.

Home in Bonita Springs

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

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, 108 reviews

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

Apartment rentals with a pool

Apartment in Bonita Beach

A spacious living area features comfortable black leather sofas and a light-colored armchair arranged around a glass coffee table. Large sliding glass doors provide access to the balcony, allowing natural light to fill the room. A textured area rug sits beneath the seating arrangement.

4.92 out of 5 average rating, 123 reviews

Bonita Beach and Tennis 1903

Apartment in Fort Myers Beach

A panoramic view showcases a sparkling heated swimming pool surrounded by lounge chairs, with the beach and Gulf of Mexico visible in the background. Soft waves lap at the shore while sunbathers can be seen enjoying the sandy area. Lush palm trees frame the scene.

4.89 out of 5 average rating, 105 reviews

Beachfront fully equipped apartment

Apartment in Fort Myers Beach

4.83 out of 5 average rating, 118 reviews

Gulf Water Views + 2 bikes, beach gear weekly stay

Apartment in Bonita Springs

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.

4.81 out of 5 average rating, 119 reviews

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.

Apartment in Park Shore

Lush tropical 1st floor getaway in Naples

4.92 out of 5 average rating, 166 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.

Apartment 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.

Apartment in Naples

Beautiful Pool 5m to the Beach Downtown & Shopping

Apartment in Bonita Springs

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, 148 reviews

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Other holiday rentals with a pool

5 out of 5 average rating, 18 reviews

Palm Tree Paradise - 1 Mile To The Beach

Superhost

Home in Naples

5 out of 5 average rating, 3 reviews

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

An outdoor pool area is showcased around a tranquil saltwater pool, with lounge chairs positioned on the surrounding patio. A glass table is set with a bottle of champagne and two glasses, under a softly glowing twilight sky.

5 out of 5 average rating, 37 reviews

The Beach Getaway with a Heated Saltwater Pool

5 out of 5 average rating, 34 reviews

The image features a shimmering heated pool surrounded by a screened-in patio. The inviting outdoor space is accented by comfortable lounge chairs and a scenic view of lush landscaping. A stylish interior is glimpsed through large windows, showcasing a modern aesthetic.

Home in Naples

"Granada"1.5 Miles to the Beach,10 Min to Downtown

Holiday home in Naples Park

A bright and airy living space is highlighted by a large wall-mounted television displaying a coastal scene. Comfortable woven chairs with blue cushions are positioned around a natural wood table. The open layout leads to a modern kitchen area, enhancing a relaxed coastal ambiance.

4.89 out of 5 average rating, 88 reviews

Modern Naples Retreat | Heated Pool, Fire Pit, TV

5 out of 5 average rating, 22 reviews

Heated Pool King Bed, Beach 1 Mile, Lg fenced yard

A heated pool is surrounded by a manicured landscape, featuring reclining lounge chairs positioned for relaxation. A playful water slide rests at one end of the pool. Complimenting the scene, a clear blue sky and fluffy white clouds create a bright atmosphere.

4.95 out of 5 average rating, 55 reviews

NEW Villa Mare LUX Sleeps 12|Heated Pool|2 Masters

Superhost

An outdoor living area features a wooden dining table set for eight, complemented by a comfortable seating arrangement. A built-in fireplace and wall-mounted TV are visible, while a heated pool reflects the sunset. Lush greenery offers privacy around the space.