Holiday houses in Naples Park

4.9 out of 5 average rating, 134 reviews

Private Sand Beach Backyard | Hot Tub | BBQ Grill

Our Naples Beach Paradise is centrally located minutes to Vanderbilt beach, Mercato, and great restaurants! This home features a fun outdoor space which includes a beach backyard, hot tub, fire pit, horseshoes, and a grill. We brought the beach directly to your backyard! Every room has a smart TV with LED lights installed behind each one. We have 3BRs, two lead to the outdoor space and 2 full bathrooms. Expect to have all the essentials so that you can just kick back and relax during your stay!

4.97 out of 5 average rating, 375 reviews

Guest suite in Naples

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

4.97 out of 5 average rating, 216 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.

4.96 out of 5 average rating, 189 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.

Superhost

Bungalow in Naples Park

4.88 out of 5 average rating, 123 reviews

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!

4.99 out of 5 average rating, 120 reviews

Luxe Naples Escape: Pool, Beach, Chef’s Kitchen 5*

Escape to a serene Naples retreat, where coastal luxury meets family comfort. Enjoy a private oasis with a wonderful heated pool and lush landscaping. The bright, living area flows into a chef’s kitchen, equipped for your culinary needs. The master suite boasts a king bed and en-suite bath, with additional bedrooms featuring a king, queen, and bunk beds. An ideal workspace adds convenience, making this getaway ideal for both work and relaxation, your unforgettable Naples escape awaits!

4.95 out of 5 average rating, 124 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.

Superhost

Guesthouse in Naples Park

4.79 out of 5 average rating, 259 reviews

814 LeChicShack •Modern GuestHouse• Private Entry

Welcome to the Le Chic Shack! This newly renovated Guest House is conveniently located in the popular Naples Park neighborhood. Close by are Vanderbilt & Wiggins Pass Beaches, Mercato Shopping & Dining District, Ritz Carlton, LaPlaya & Turtle Club Resorts. Endless options of Dining, Shopping & Nightlife are just minutes away. You will enjoy the modern updates such as Furnishings, TV, Kitchen, Bed & Bath. The lush & tropical outdoor space is private and equipped with a gas grill.

4.9 out of 5 average rating, 248 reviews

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

4.95 out of 5 average rating, 136 reviews

Casa Bella in Heart of Naples All-New w/Playground

Hi there! We’re so excited to share our beautiful home with you. This isn’t just any vacation rental—this is a space we’ve lovingly designed with you in mind. Our 3-bedroom, 2-bath home in the heart of Naples Park is perfect for families, friends, or anyone looking for a blend of relaxation, adventure, and connection. We’re passionate about making your stay exceptional, and we can’t wait for you to experience all the thoughtful details and FUN amenities we’ve put into this home.

4.94 out of 5 average rating, 99 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!

Superhost

4.82 out of 5 average rating, 170 reviews

Coastal Getaway w/ Inground Heated Pool

This beautifully renovated home is perfect for any length of stay; a weekend, a week or a month. You will enjoy the open floor concept of the kitchen, living room and dining room; all overlooking a manicured backyard with oversized inground swimming pool through the retractable sliding glass doors. The heart of this home is the kitchen and its eat- in island; surrounded by the high end stainless steel appliances including a beverage cooler.

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Other great holiday rentals in Naples Park

5 out of 5 average rating, 19 reviews

High End New Construction Home!

IrinaRating, 5 stars3 weeks ago

When we first walked into this home, we all agreed it looked better than the pictures. Very clean, neat and updated. Had everything we needed for the beach/pool and more. Would definitely recommend and/or stay again!

4.89 out of 5 average rating, 57 reviews

Extra Large Private Pool - 5 mins to Beach

MelissaRating, 5 stars1 month ago

We stayed here in mid-April and this place is amazing!! It was a calm/quiet area to stay in, close enough of a drive to downtown Naples, and close to the beaches. We drove to the beaches since we had beach gear and there was always parking available. They provided the beach gear, which was perfect so we didn’t have to pack or purchase. The landscape and heated pool out back was beautiful and convenient. We brought our 6-month old baby, a small pool floaty and pack n play was provided as well. So helpful! The hosts were super responsive and helpful. I would book here again and recommend this place!

4.96 out of 5 average rating, 49 reviews

Brand New Luxury Naples Home

DianneRating, 5 stars2 weeks ago

David's house was beautiful, clean, well equipped and even larger than I anticipated. There were seven adults and we never felt on top of each other. It was plenty spacious and very clean. There were plenty of toys for the swimming pool. The bikes, chairs and umbrella were a necessity for the beach. The bike ride was a tad further than I anticipated. I'm sure the distance is no problem in winter months, but it was a bit far for those of us that were 50+ when the temperature is in the 90s. David is a super host! His responses to my questions were quick and thorough. We had a wonderful time!

4.96 out of 5 average rating, 93 reviews

Apartment in Naples Park

Close 2 Beach | Bikes & Kitchenette

HaleyRating, 5 stars1 week ago

We came to Naples from Jacksonville for the weekend and this place was perfect! 15-20 min away from S 5th Ave, very close to multiple beaches. The unit was adorable and very clean. Griselda was upfront with us from booking and let us know it was connected to her house, which we appreciated. Very great experience! If we ever visit Naples again we would definitely book here ☺️

4.96 out of 5 average rating, 27 reviews

Seaclusion Pool/Spa/Cold Plunge/Near Beach/2 Bikes

LucianaRating, 5 stars3 weeks ago

Stayed here with our family and another family for Memorial Day weekend for a local getaway from miami. The house was in excellent condition and the property managers are extremely thoughtful. The house has everything you could ask for and the kitchen is fully stocked with utensils and tools to cook anything. We used the heated pool - which the kids loved - and my husband was obsessed with the cold plunge. The house is also pet friendly and has a great little relief area out back. Overall loved the place and would highly recommend to anyone looking for a quiet vacation. We didn’t think it was quite walking distance to Vanderbilt Beach but there is a local golf cart shuttle that’ll take you to and from for a small fee.

5 out of 5 average rating, 25 reviews

Villa Palma Beach House with Pool Walk to Beach

ManuelRating, 5 stars3 days ago

⭐️⭐️⭐️⭐️⭐️ 5/5 – Amazing Stay! This home exceeded all expectations—honestly, even better than the pictures. It was spotless, beautifully laid out, and equipped with every gadget and convenience you could think of. You can tell a lot of care went into designing and maintaining the space. The host was incredible—attentive, responsive, and genuinely thoughtful. She checked in to make sure everything met our standards and made us feel truly taken care of. I casually mentioned that the fridge’s water and ice dispenser wasn’t working, and she immediately sent over bottled water, bags of ice, and even a brand-new portable ice maker. That level of hospitality is rare. All in all, a fantastic experience from start to finish. Highly recommend this place—you won’t be disappointed!

5 out of 5 average rating, 13 reviews

Immaculate Naples Home Minutes from the Beach

SethRating, 5 stars2 months ago

The place is just as described in the details and pictures. Very well equipped and centrally located to everything, most places are within a 10/15 drive with grocery store and beaches within 5 minutes. There are several other beaches further out and worth exploring if you have the time (Seagate/Clam Pass - our favorite, Naples’s and Ft. Myers). We also did Captain Jacks Air boat event and it didn’t disappoint - highly recommend! The bikes were a nice addition as we were able to ride around the neighborhood to explore. Alana was an awesome host, very responsive and spot on with her recommendations! Overall we had a wonderful time and wouldn’t hesitate to stay at Alana’s place if back in the Naples area! Alana - Thank you for being a great host!