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Vacation rentals with a pool in Vanderbilt Beach, North Naples

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Vanderbilt Beach, North Naples

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Condo in Naples

4.87 out of 5 average rating, 115 reviews

Top Floor, A+ Location, Club Membership Included!

Lakeside, top floor condo, located in the prestigious World Tennis Club, with 50 acres devoted solely to beautiful landscaping and lakes. Great location in Naples with box stores, Publix, dining, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Tennis Club membership included at no cost, including larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop, match making through proshop, bocce ball, pickle ball, sauna

Sep 8 – 15

Home in Naples Park

4.97 out of 5 average rating, 119 reviews

Vandy Beach Retreat (Walk to Beach!)

Our house is located in the desirable 500 block of Naples Park and is an easy walk to Vanderbilt beach and The Ritz Carlton. The house is very close to Mercato, and everything Naples has to offer. It is a 3/2 heated pool home with a screened in backyard. New Lanai furniture for entertaining. Perfect for couples, families, solo travelers, business travelers. All linens and towels provided. Fully stocked kitchen for entertaining. Master has King Bed and full bath.The other 2 bedrooms have queens.

Nov 27 – Dec 4

Home in Naples Park

4.92 out of 5 average rating, 71 reviews

POOL, BEACH 1 MILE: Sandbank Cottage @Vanderbilt B

Enjoy a "stay"cation at Sandbank Cottage, the perfect location, 1-mile walking distance to beach, malls, art museums, and parks...all the attractions of Vanderbilt Beach! Family-friendly beach cottage with private 86 degree-heated pool and lanai screened-in porch. Open concept living, spacious bedrooms, Master en suite with king bed , and lots of amenities make this the perfect getaway for a short or long term stay! Bikes and beach equipment provided! NEW & IMPROVED WIFI (Aug 2020) No Pet Prope

Nov 3 – 10

Home in Naples

4.97 out of 5 average rating, 31 reviews

The Sun-kissed Retreat •Vanderbilt Beach• Pool&Spa

Experience the charm of Naples Park in this "Sun-Kissed Retreat" centrally located in the heart of it all! Immerse yourself in your own private oasis in a beautifully secluded backyard setting with a *heated* pool and spa. Perfect for beach enthusiasts, you're a bike ride away to Vanderbilt Beach & Wiggins Pass Beach. Seek vibrant experiences at the lively Mercado, a short stroll away, featuring an array of nightlife, restaurants and shopping. Book today & enjoy the essence of coastal living!

Jun 12 – 19

Home in Naples

4.98 out of 5 average rating, 172 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.

Sep 19 – 26

Home in Naples Park

4.96 out of 5 average rating, 153 reviews

Luxe Beach Home! Perfect for the Whole Family

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.

Dec 7 – 14

Home in Naples

5.0 out of 5 average rating, 13 reviews

VanderRitz

Just Steps to Vanderbilt Beach And Next to The Ritz Carlton - This Condo Has A Rooftop Pool, Hot Tub And Bay Views. If You're Looking For An Affordable Warm Weather Lifestyle Close To Beach, Upscale Shopping, 5*Restaurants, Golf/Tennis, Marina & Excursions...this location can't be beat! *Construction of Ritz Carlton Residences Around Building. Equipped with Gorgeous Furnishings, Comfortable King Size Bed, Smart TV's, Beach Chairs, Cooler on Wheels, Umbrella and Towels. Pack Your Bags!

Jul 21 – 28

Apartment in Naples

4.97 out of 5 average rating, 76 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.

Sep 9 – 16

Cottage in Naples Park

5.0 out of 5 average rating, 16 reviews

*Megs Beach Cottage is Back On The Market!

Cottage back in market..taking reservations! Pictures were just taken. WALK OR BIKE RIDE TO BEAUTIFUL VANDERBILT BEACH. Enjoy a glass of wine in our front patio with fire pit or relax by the pool or tiki hut. Close to amazing restaurants and LESS THAN A MILE TO MERCATO AND VERY TO WATERSIDE SHOPPES, VANDERBILT BEACH, WIGGINS PASS and everything Naples has to offer. Don't miss out on this amazing opportunity to stay a few blocks from the beach. This home will not disappoint!

Jul 26 – Aug 2

Home in Naples

4.97 out of 5 average rating, 142 reviews

Bella Casa at the Beach 4 bd rms w/2 EnSuites

This 2500SF open concept home has a heated saltwater pool, 4 bd rms, 2 ensuites and 3.5 bathrooms. This home sleeps 10. The master has a king, guest rm 1 has a queen, guest room 2 has a bunk full over full and guest room 4 has a king ensuite. This gorgeous open concept home is family friendly, with beach accessories and five bikes included for guests' use. A short drive to Delnor-Wiggins Park, less than two miles. For golfers, there are several beautiful golf courses nearby.

Oct 18 – 25

Home in Naples Park

4.98 out of 5 average rating, 117 reviews

Luxury Abounds at Vanderbilt Beach, Pool & Spa

Oversized four bedroom home boasts impressive twelve-foot tray ceilings with unique custom artwork inside, and heated pool with elevated Spa and private seating outside. The impressive master features a king, walk in shower, granite counters, and patio doors to pool area. The gourmet kitchen is well appointed with granite counters, custom cabinets, under counter lighting and stainless appliances. The family area has an Italian leather sectional sofa, and 60” Smart TV.

Jun 20 – 27

Home in Naples Park

4.96 out of 5 average rating, 53 reviews

664 Naples Beach Paradise Private Pool & Spa

Welcome to 664 Naples Beach Paradise! A luxurious 2BD/2BA newly remodeled pool home; a short ride/walk to the famously soft, white sands of SWFL beaches. Perfect location in North Naples; just minutes to shopping, dining & entertainment. Bring your loved ones and enjoy a care free luxurious vacation on our welcoming property. Our staff is dedicated to provide and ensure a wonderful experience throughout your stay.

Nov 20 – 27

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Popular amenities for Vanderbilt Beach, North Naples rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Naples

4.9 out of 5 average rating, 293 reviews

3/2 HEATED Pool House Walking Distance to Beach

Jun 9 – 16

Home in Naples

5.0 out of 5 average rating, 10 reviews

Harmony Beach Bungalow

Sep 14 – 21

Home in Naples Park

5.0 out of 5 average rating, 3 reviews

NEW Villa SorentoLUX Slps 12 Heated Pool 2 Masters

Oct 11 – 18

Home in Naples

5.0 out of 5 average rating, 44 reviews

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

May 25 – Jun 1

Home in Naples Park

4.98 out of 5 average rating, 61 reviews

Private pool-spa home just blocks from the beach

Aug 8 – 15

Home in Naples Park

5.0 out of 5 average rating, 10 reviews

Beach Home w/ 2 Master Bedrooms

Nov 30 – Dec 7

Home in Naples Park

5.0 out of 5 average rating, 11 reviews

Villa Sogno

Dec 18 – 25

Home in Naples Park

4.98 out of 5 average rating, 59 reviews

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

Apr 20 – 27

Condo rentals with a pool

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Jul 25 – Aug 1

Condo in South Naples

4.95 out of 5 average rating, 283 reviews

Lely Greenlinks Golf Resort Luxury Condo

May 10 – 17

Condo in Naples

4.91 out of 5 average rating, 110 reviews

Beautiful Pool 5m to the Beach Downtown & Shopping

Feb 13 – 20

Condo in South Naples

4.94 out of 5 average rating, 124 reviews

Lely Resort Luxury Condo-1 Spectacular Pool/Golf

Jun 6 – 13

Condo in Naples

4.87 out of 5 average rating, 218 reviews

Park Shore Walk to Beach!

Apr 3 – 10

Condo in Marco Island

4.95 out of 5 average rating, 126 reviews

Amazing New Seaside Condo-5 fl View -Best Building

Jul 19 – 26

Condo in Vanderbilt Beach

4.95 out of 5 average rating, 22 reviews

Stunning Views from Above at Vanderbilt Beach

Aug 6 – 13

Condo in Naples

4.91 out of 5 average rating, 11 reviews

Naples Vanderbilt Beach - Southbay Getaway 5 Star!

Jul 14 – 21

Quick stats about vacation rentals with a pool in Vanderbilt Beach, North Naples

Total rentals
160 properties
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
3.1K reviews
Nightly prices starting at
$80 before taxes and fees

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