East Naples holiday rentals
We found 3,681 holiday rentals — enter your dates for availability
Find the perfect place for you stay in East Naples by choosing from 142 houses, 38 flats and other holiday rentals. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, which might include a garden and hot tub. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – East Naples
Showing deals for:18 Dec - 25 Dec

Exceptional
(175 reviews)
Bike to beach! Heated pool, pet-friendly. Summer 2026 sale!
Naples
AU$4,066
for 7 nights, 1 home
AU$581 per night
includes taxes & fees

Exceptional
(21 reviews)
Luxurious Naples Bay Resort Pool, Spa & Beach Club!
Naples
AU$10,587
for 7 nights, 1 cottage
AU$1,512 per night
includes taxes & fees

Exceptional
(209 reviews)
Special Offer! Limited-Time Deal • Walk to Beach • Heated Pool & Spa
Naples
AU$5,217
for 7 nights, 1 home
AU$745 per night
includes taxes & fees

Exceptional
(33 reviews)
COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area
Naples
AU$3,410
for 7 nights, 1 home
AU$487 per night
includes taxes & fees

Exceptional
(9 reviews)
Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck
Naples
AU$2,391
for 7 nights, 1 cottage
AU$342 per night
includes taxes & fees

Exceptional
(17 reviews)
Relax on 1 acre in Heart of Naples, Privacy, Gym, Pool, Hot Tub, Fireplace
Naples
AU$5,782
for 7 nights, 1 home
AU$826 per night
includes taxes & fees

Exceptional
(110 reviews)
WinterPerfect 3 bedroom Naples Home-South Facing 84 degree HEATED Saltwater Pool
Naples
AU$6,370
for 7 nights, 1 home
AU$910 per night
includes taxes & fees

Wonderful
(19 reviews)
Villa Vera with Lake view- Naples near to the beaches, large heated private pool
Naples
AU$4,232
for 7 nights, 1 home
AU$605 per night
includes taxes & fees

Excellent
(5 reviews)
Butterfly garden, nature, cozy private complete guest suite
Naples
AU$2,760
for 7 nights, 1 room
AU$394 per night
includes taxes & fees

Very good
(43 reviews)
Great family home with a new sparkling pool,lovely lake view, 5 Minutes to beach
Naples
AU$3,394
for 7 nights, 1 home
AU$485 per night
includes taxes & fees

Exceptional
(122 reviews)
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
Naples
AU$10,501
for 7 nights, 1 home
AU$1,500 per night
includes taxes & fees

Exceptional
(19 reviews)
The Gulstream Place
Naples
AU$2,166
for 7 nights, 1 apartment
AU$309 per night
includes taxes & fees

Exceptional
(10 reviews)
Immaculate 2 Bed / 2 Bath Resort Condo in Naples. Close to Marco Island!
Naples
AU$3,566
for 7 nights, 1 apartment
AU$509 per night
includes taxes & fees

Exceptional
(5 reviews)
SwimSpa Oasis Backyard Beach 1.5 mi Monthly Stays
Naples
AU$5,092
for 7 nights, 1 home
AU$727 per night
includes taxes & fees

Exceptional
(24 reviews)
immaculate 2B 2B Condo at the World Tennis Club
Naples
AU$2,977
for 7 nights, 1 apartment
AU$425 per night
includes taxes & fees

Exceptional
(20 reviews)
Tropical Retreat w/ Heated Pool in Coral Falls
Naples
AU$3,091
for 7 nights, 1 apartment
AU$442 per night
includes taxes & fees

Excellent
(37 reviews)
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
Naples
AU$3,182
for 7 nights, 1 home
AU$455 per night
includes taxes & fees

Exceptional
(20 reviews)
Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat
Naples
AU$6,441
for 7 nights, 1 home
AU$920 per night
includes taxes & fees

Exceptional
(8 reviews)
Resort Condo with Heated Pool, Tennis, Gym, Pickle Ball, On-Site Restaurant
Naples
AU$5,755
for 7 nights, 1 apartment
AU$822 per night
includes taxes & fees

Exceptional
(29 reviews)
Lely Golf Resort - Golfer's Paradise - 1st Floor Condo - Players Club Access!
Naples
AU$4,315
for 7 nights, 1 apartment
AU$616 per night
includes taxes & fees

Exceptional
(35 reviews)
Tennis, Pool, Lakeview, Free Wi-Fi Cozy 2/2 condo in the heart of Naples
Naples
AU$2,674
for 7 nights, 1 apartment
AU$382 per night
includes taxes & fees

Very good
(5 reviews)
F-236 - Deluxe Condo With Resort Views & Sleeps 6
Naples
AU$3,657
for 7 nights, 1 apartment
AU$522 per night
includes taxes & fees

Wonderful
(10 reviews)
Blue Banyan Boathouse w/POOL/DOCK!
Naples
AU$5,270
for 7 nights, 1 home
AU$753 per night
includes taxes & fees

Very good
(15 reviews)
Beach time! Walk/Bike to Beach,Restaurants,Shops,fenced large backyard-sleeps 4
Naples
AU$3,222
for 7 nights, 1 home
AU$460 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in East Naples
Find the best place to stay - East Naples

Private Pool Oasis Near 5th Ave, Parks, Beaches & US Pickleball Center
Sleeps 9 · 4 bedrooms · 2+ bathrooms

Royal Palm House 2 story home near Naples Bay and Beach
Sleeps 8 · 3 bedrooms · 2 bathrooms

Family Tropical 4BR Oasis Pool Near Naples Beach
Sleeps 10 · 4 bedrooms · 3 bathrooms

Paradise Naples Pool Home. Free headed pool
Sleeps 6 · 2 bedrooms · 2 bathrooms

4-bedroom vacation home just 10 minutes from 5th Ave. and beach.
Sleeps 10 · 4 bedrooms · 3 bathrooms
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit East Naples for a holiday rental?
January marks the start of the peak season in East Naples, attracting visitors eager to escape the winter chill and soak up the Florida sunshine. The months from January to March see a surge in tourist activity, as travellers flock to enjoy the warm climate, beautiful beaches, and vibrant local culture. With temperatures typically ranging from 15 to 25 degrees Celsius, outdoor activities are particularly appealing during this time, whether it's lounging by the beach, exploring nearby nature reserves, or indulging in water sports.While the peak season offers a lively option filled with events and activities, October presents a fantastic opportunity for those looking to enjoy East Naples at a more relaxed pace. This month sees fewer crowds, allowing for a more intimate experience as visitors can explore the area's attractions without the hustle and bustle. The weather remains pleasant, making it an ideal time for scenic drives or leisurely strolls along the coastline.Ultimately, the best time to book a holiday rental in East Naples depends on your preferences. If you thrive in a vibrant, bustling environment with plenty of activities and social events, January through March is superb for you. Conversely, if you prefer a quieter getaway with the chance to enjoy the stunning natural beauty of the area, consider visiting in October.
What are the top attractions in East Naples, Florida, United States of America?
In East Naples, visitors can enjoy a variety of attractions that showcase the area's natural beauty and vibrant community. The stunning Naples Botanical Garden is a must-visit, offering a serene environment with diverse plant collections and beautiful walking paths. Close by, the Naples Preserve provides a glimpse into the local ecosystem with its walking trails and opportunities for wildlife viewing.For those seeking a day at the beach, the nearby Clam Pass Park features a picturesque boardwalk leading to a pristine stretch of sand, ideal for sunbathing and swimming. The area also has excellent shopping options, with the upscale Waterside Shops offering a mix of high-end boutiques and dining experiences.Additionally, East Naples is home to the Rookery Bay National Estuarine Research Reserve, where visitors can explore mangroves and coastal habitats, making it a great spot for kayaking and nature walks.
Are all fees included in the East Naples holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any East Naples holiday homes with parking?
Stayz offers a wide selection of holiday homes in East Naples with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for East Naples holiday homes?
You can find great discounts on holiday homes in East Naples on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my East Naples holiday home booking on Stayz?
To find East Naples holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in East Naples?
A long-stay holiday home in East Naples is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a East Naples holiday home?
Book your East Naples holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in East Naples?
Prices for holiday homes in East Naples vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in East Naples to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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