Holiday houses in Naples Bay

4.96 out of 5 average rating, 188 reviews

Serene Home 10 min 2 Beach w/ Bikes & Master Suite

We have stellar reviews, come check us out & see for yourself. Stay at this downtown Naples relaxing 1,864 sqft, 4 BD (2-king beds & 2-queen beds+twin blow up), 2 BA home for the best of vacations. Minutes from 5th Ave beaches/shopping/food/activities. Bonus: 2 outdoor seating areas/ample entertaining space/BBQ/outdoor games (corn hole, jenga, putting green), 2 bikes & beach equipment for 8. If looking for a pool, we have resort access to 6 area resort pools (day rate fees apply). Message me!

4.95 out of 5 average rating, 149 reviews

Cottage in Naples

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!

4.94 out of 5 average rating, 123 reviews

LUXE Oasis | 10 min Beach+5th Ave | HTD Pool• Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

4.98 out of 5 average rating, 181 reviews

Cottage in Naples

Sandy Cove Cottage/Sandy Cove Villa near the beach

Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

4.92 out of 5 average rating, 119 reviews

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

4.94 out of 5 average rating, 106 reviews

2.5 miles to Beaches & 5th Ave

Bring your family and friends to our Southwest Florida paradise! This stylish space is the newest addition to our profile. Located in Naples Florida and within a 7 min drive to 5th Ave shops, restaurants, and beaches. Enjoy a 10 min walk to Celebration Park and local restaurants. Guests can enjoy this newly remodeled condo that has everything you will need for your Naples getaway. **If you have a larger party, inquire and view our profile about the 3 other condos on this property.

5 out of 5 average rating, 95 reviews

Apartment in Naples

Artistic w Lush Surroundings Quiet Great Location!

For Guests Who Love Privacy! Sunny Studio where Art is highlighted. French Doors to Lg Screened Porch for Outside Dining/Working. Peaceful. Stilt home (8 steps) in Safe, Quiet area w parking right outside. Backyard is yours w BBQ grill, table & chairs. Charmingly Furnished w Recliner, Heavenly King Bed, Convection/Microwave oven, Kitchen Aid stove top & Full Fridge. 83 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

4.95 out of 5 average rating, 155 reviews

Sea Shell Villa 1

Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away.

4.95 out of 5 average rating, 170 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!

4.95 out of 5 average rating, 129 reviews

Three Palms Oasis - 2 Miles to Beach and 5th Ave

We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the heart of central Naples. Three Palms Oasis is located in a quiet coastal neighborhood under two miles from the best that downtown Naples has to offer including the sugar white sand beaches, Naples Design District, dining and shopping on 5th Ave, Naples Zoo, Olde Naples, and so much more! You won’t find a better value in the prestigious 34102.

Superhost

Guest suite in Naples

4.82 out of 5 average rating, 177 reviews

Charming cottage bay area

Key west style stilt home Newly remodeled 2018, offering entire first floor bungalow, my place is 2 blocks to 5th Ave district, restaurants and dining, the beach is about 1 mile west, family-friendly activities, nightlife. close in, the location Naples Bay area. tin city -and bay front shops are 4 blocks west . roll away bed available if needed in garage. many beach toys available in garage. coolers beach towels everything you can think of.

4.94 out of 5 average rating, 127 reviews

Guesthouse in Naples

Manatees

Wake up to a chorus of singing birds under the splendid South Florida weather. Brew a coffee in the privacy of your bungalow, and get ready to seize the day. After a fun day at the beach or a productive working session, Manatees Bungalow will be perfect for the relaxation you need. Sit outside and enjoy the peaceful backyard view, pool, and the sweet afternoon breeze. The sun is warm, flowers are blooming… I wouldn’t wait.

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Popular amenities for Naples Bay holiday rentals

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Other great holiday rentals in Naples Bay

4.91 out of 5 average rating, 53 reviews

3 Bedroom Waterfront Getaway in Downtown Naples!

WilliamRating, 5 stars1 month ago

Nice location near downtown and the Tin City complex. Quiet neighborhood and a great little coffee shop at the Naples Resort a short walk away. The dock in back was a great place for early coffee or a sundown cocktail. Well equipped kitchen and the deck has nice seating and a Bar-B-Que. I would recommend .

5 out of 5 average rating, 24 reviews

Luxurious condo steps to beach with heated pool!

JanetRating, 5 stars1 month ago

We had a wonderful time. This Unit was a gem and we loved all the amenities inside condo and outside. Access to restaurants, beach, shopping were perfect. We would love to come back.

4.82 out of 5 average rating, 57 reviews

Guest suite with full privacy

ProkopRating, 5 stars1 week ago

Great place to stay for a work trip, quiet and easy to access via private entry, all the basic needs you will need for a week long stay. Great host and a great price point. Extremely close to downtown Naples, the zoo, all the great local coffee shops and few minute drive to beach front. 15 minute drive to one of my favorite local restaurants “The Dock at Crayton Cove “

5 out of 5 average rating, 85 reviews

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

JimRating, 5 stars2 weeks ago

Would thoroughly recommend Bruce and Patti's condo. It was spotlessly clean and looks exactly like the photographs. Location is excellent with a short walk to many great restaurants and the beach and a short drive to other amenities. Bruce and Patti were excellent hosts and communication with them was excellent. If we ever come back to Naples we would most definitely stay there again.

4.96 out of 5 average rating, 24 reviews

2BR Condo by Traditions at the Naples Bay Resort

DavidRating, 5 stars1 month ago

Great place to stay for families and only a few minute drive to downtown Naples! The apartment is spacious, clean and comfortable. Great pool, restaurants and tennis facilities at the club. When I had a question Michael was extremely helpful and responded quickly. We’ll definitely come back!

5 out of 5 average rating, 8 reviews

Guesthouse in Naples

The yellow apartment

CoryRating, 5 stars1 week ago

Awesome place. Clean and felt right at home. Host is very friendly, responsive and quick if you need anything. Would recommend this spot to everyone. And theres really cool Iguanas right outside! Added Bonus

5 out of 5 average rating, 7 reviews

Apartment in Naples

The Salty Turtle

PaolaRating, 5 stars1 week ago

The studio looked just like the pictures! Everything was clean and beautiful! The hosts were very responsive and friendly. I had a great stay and I would 100% rent it again!⭐️⭐️⭐️⭐️⭐️