Waterfront vacation rentals in Old Naples

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Top-rated waterfront rentals in Old Naples

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Guest favorite

Condo in Old Naples

5 out of 5 average rating, 19 reviews

Luxurious condo steps to beach with heated pool!

Relax Off 5th is a 1 BR beach rental condo in the heart of Old Naples, FL, and is perfectly situated a 1/2 block off famous 5th Avenue lined with restaurants and shops and 4 short blocks to the beach. The condo is located in a charming "Old Florida" building surrounded by multi-million dollar estates with a heated pool in the courtyard. The unit is equipped with high speed wifi and has a dedicated work space and desk in the unit. There is a wifi enabled keypad to ensure simple contactless entry!

Guest favorite

Condo in Old Naples

4.9 out of 5 average rating, 10 reviews

Downtown Marina Retreat

Welcome to our flawlessly remolded condo in Naples, FL, featuring a king and queen bed both with en-suites. With a perfect view of the marina you'll feel like you're in paradise. Located just 2 blocks from 5th Ave and less than a mile from the beach, it's the ideal place for a relaxing getaway. The downstairs suite offers a serene peaceful view and coffee maker and microwave. Our unit includes a wine refrigerator, covered parking, pool/spa washer/dryer, tandem bike, pickleball paddles, and more!

Superhost

Vacation home in Bonita Springs

4.79 out of 5 average rating, 125 reviews

Amazing home w canal views, a mile from the beach!

New&Amazing location Walk or bike riding distance from the best escape to the most beautiful beach locations in Southwest Florida . This 1-bedroom, 2-bed and fold up bed spacious home has an open floor to allow the family to enjoy time away from home. The porch has seating to watch the sunsets with canal views. Step outside to relax play board games or just enjoy the fireplace while you chat with the family. This great place with lots of room for fun. Short distance to Fort Myers, Naples.Miami2

Guest favorite

Condo in South Naples

4.95 out of 5 average rating, 300 reviews

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

Guest favorite

Guest suite in Naples

4.97 out of 5 average rating, 338 reviews

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.

Guest favorite

Cottage in East Naples

4.95 out of 5 average rating, 129 reviews

Tropical Cottage by the Sea- No Storm Damage

Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

Guest favorite

Condo in Old Naples

5 out of 5 average rating, 75 reviews

Little Gem By the Beach and 5th w/Patio Old Naples

JUST A SHORT WALK TO THE BEACH AND 5th AVE, IN THE HEART OF OLD NAPLES, WITH A RARE, PRIVATE PATIO! Totally renovated in January 2023! A beautiful, one-bedroom, one-bath home, with only a 5-minute stroll to the beach and dining! Just outside the living room is a private, landscaped patio overlooking a pretty lake, which is an unusual and lovely feature of this home! Inside, you'll enjoy a fully-equipped kitchen with granite countertops, a comfortable king bed, and washer/dryer in the condo.

Guest favorite

Home in Naples

4.98 out of 5 average rating, 163 reviews

Gulf Access Sanctuary, Kayaks, Bikes, ebikes

A renovated mid century modern house with natural peaceful views out of every window and slider. No detail spared, as it was going to be our forever home. Located on an ocean access canal, extremely safe, quaint and friendly neighborhood, just off 41. The backyard has a large shaded sitting area with a gas grill and fire pit. The dock hangs over the water with seating and swim ladder. 2 tandem kayaks, fishing rods & tackle, adult & children’s bicycles, beach chairs, and so much more.

Guest favorite

Condo in Park Shore

4.91 out of 5 average rating, 156 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A renovated 2 bedroom, 2 bath with washer and dryer. This modern top floor unit with elevator gives you a breath-taking view over this beautiful resort which offers heated pool, tennis, pickleball, poolside ocean to table restaurant Hogfish Harry's. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Guest favorite

Condo in Bonita Springs

4.99 out of 5 average rating, 103 reviews

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Please note: There is CONSTRUCTION on the grounds of premises daily. New pools are estimated to be complete and available for use by early January 2025.

Superhost

Condo in Naples

4.79 out of 5 average rating, 175 reviews

Ground Floor, A+ Location Club Membership Included

Lakeside, ground 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, dining, Publix, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Membership is included, giving access to the larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop tennis match making, etc.

Guest favorite

Home in East Naples

4.94 out of 5 average rating, 155 reviews

Modern Loft Just minutes to Naples Beach

Unplug and recharge in our treetop loft. Perfect for remote workers seeking inspiration or travelers craving tranquility, this stylish and cozy retreat offers the best of both worlds. Immerse yourself in the art-infused ambiance while enjoying the peace and privacy of your own space. Just 10 minutes away from Naples' sunny beaches and vibrant downtown, you're never far from adventure. Experience the ultimate work-life balance. Book your escape today!