Photo by Stephanie Karasek

East Naples vacation rentals

We found 3,689 vacation rentals — enter your dates for availability

Welcome to the enchanting shores of Naples, where beautiful beaches meet vibrant downtown charm. Stroll along the sandy stretches of Naples Beach, indulge in upscale shopping on Fifth Avenue South, and embrace outdoor adventures at Naples Bay. This inviting destination is perfect for family gatherings and group getaways, offering a diverse selection of condos, houses, and villas to suit every need. Enjoy the comforts and amenities of a vacation rental, where you can unwind and create lasting memories together.

Holiday rentals with weekly discounts - East Naples

Showing deals for:Dec 11 - Dec 18

Seating for 8 --- 4 in the kitchen and additional 4 in dining area.
Full equipped kitchen.
Inviting pool with all day sunshine.  Rental fee includes heated pool in winter.
Living area
Exceptional
(175 reviews)

Bike to beach! Heated pool, pet-friendly. Summer 2026 sale!

Naples

9% off
$297
$2,080 for 7 nights
All fees included
Bike to beach! Heated pool, pet-friendly. Summer 2026 sale!
Marina
Pool
Property grounds
Private kitchen
Exceptional
(21 reviews)

Luxurious Naples Bay Resort Pool, Spa & Beach Club!

Naples

8% off
$983
$6,881 for 7 nights
All fees included
Luxurious Naples Bay Resort Pool, Spa & Beach Club!
Exterior
Exterior
Pool
Floor Plan
Exceptional
(17 reviews)

Relax on 1 acre in Heart of Naples, Privacy, Gym, Pool, Hot Tub, Fireplace

Naples

6% off
$504
$3,526 for 7 nights
All fees included
Relax on 1 acre in Heart of Naples, Privacy, Gym, Pool, Hot Tub, Fireplace
Private kitchen
Pool
Interior
Property grounds
Exceptional
(120 reviews)

Tropical Retreat Pool Home close to Downtown & Naples Beaches

Naples

8% off
$364
$2,546 for 7 nights
All fees included
Tropical Retreat Pool Home close to Downtown & Naples Beaches
Living area
Come and enjoy the clubhouse pool
Great open space for the whole family to gather
Fitness facilities
Exceptional
(23 reviews)

5 Miles to the beach, family home, saltwater pool, pickleball & tennis courts

Naples

7% off
$474
$3,318 for 7 nights
All fees included
5 Miles to the beach, family home, saltwater pool, pickleball & tennis courts
Remodeled Kitchen - cupboards, countertops, lighting, floors
Players Club and Spa - spoil your family!
Players Club and Spa
Living area
Exceptional
(110 reviews)

WinterPerfect 3 bedroom Naples Home-South Facing 84 degree HEATED Saltwater Pool

Naples

7% off
$507
$3,546 for 7 nights
All fees included
WinterPerfect 3 bedroom Naples Home-South Facing 84 degree HEATED Saltwater Pool
Exterior detail
Outdoor dining
Private kitchen
Room
Exceptional
(9 reviews)

Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck

Naples

8% off
$219
$1,532 for 7 nights
All fees included
Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck
Property grounds
Pool
Room
Private kitchen
Wonderful
(19 reviews)

Villa Vera with Lake view- Naples near to the beaches, large heated private pool

Naples

11% off
$401
$2,809 for 7 nights
All fees included
Villa Vera with Lake view- Naples near to the beaches, large heated private pool
Peaceful, relaxing modern living area
Relax, recharge, refresh
Lanai area at night
Plenty of lounger seating on pool deck
Exceptional
(65 reviews)

Private Pool • Lakefront Briarwood Home • 10 Min to Naples Beaches

Naples

11% off
$486
$3,405 for 7 nights
All fees included
Private Pool • Lakefront Briarwood Home • 10 Min to Naples Beaches
Private kitchen
Property grounds
Living area
Pool
Excellent
(5 reviews)

Butterfly garden, nature, cozy private complete guest suite

Naples

5% off
$253
$1,772 for 7 nights
All fees included
Butterfly garden, nature, cozy private complete guest suite
Interior
Dining
Living area
Room
Exceptional
(56 reviews)

Modern Coastal Cottage 1.5 miles to Beach

Naples

8% off
$304
$2,128 for 7 nights
All fees included
Modern Coastal Cottage 1.5 miles to Beach
Pool
Private kitchen
Terrace/patio
Dining
Exceptional
(122 reviews)

Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.

Naples

9% off
$817
$5,719 for 7 nights
All fees included
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
The main bedroom has a King bed and direct access to the lanai
Walking Towards the Garage Entrance
The pool is quite large and is completely covered so no bugs get in
The second bedroom has a Queen bed
Exceptional
(10 reviews)

A Quaint and Serene Neighborhood in North Naples

Naples

8% off
$379
$2,650 for 7 nights
All fees included
A Quaint and Serene Neighborhood in North Naples
Private kitchen
Property grounds
Interior
Exterior detail
Very Good
(43 reviews)

Great family home with a new sparkling pool,lovely lake view, 5 Minutes to beach

Naples

8% off
$316
$2,214 for 7 nights
All fees included
Great family home with a new sparkling pool,lovely lake view, 5 Minutes to beach
Exterior
Please note, this is not a private balcony/deck
Living area
Room
Exceptional
(65 reviews)

Stay in the Heart of Olde Naples - Steps to the Beach, Restaurants and Shops

Naples

9% off
$468
$3,279 for 7 nights
All fees included
Stay in the Heart of Olde Naples - Steps to the Beach, Restaurants and Shops
Pool
Terrace/patio
Private kitchen
Living area
Exceptional
(50 reviews)

Edgy Modern house with Heated Salt Water Pool

Naples

8% off
$292
$2,044 for 7 nights
All fees included
Edgy Modern house with Heated Salt Water Pool
Property grounds
Private kitchen
Interior
Property grounds
Exceptional
(19 reviews)

The Gulstream Place

Naples

9% off
$196
$1,370 for 7 nights
All fees included
The Gulstream Place
Dining
Private kitchen
Living area
Private kitchen
Exceptional
(9 reviews)

Immaculate 2 Bed / 2 Bath Resort Condo in Naples. Close to Marco Island!

Naples

8% off
$257
$1,796 for 7 nights
All fees included
Immaculate 2 Bed / 2 Bath Resort Condo in Naples. Close to Marco Island!
Property grounds
Exterior
Pool
Living area
Exceptional
(24 reviews)

immaculate 2B 2B Condo at the World Tennis Club

Naples

8% off
$279
$1,951 for 7 nights
All fees included
immaculate 2B 2B Condo at the World Tennis Club
The Kitchen at 9165 Celeste Drive #101
You Can Use the Picnic Tables Under the Tiki Huts and the Camp Style Grills While You Stay with Us!
Aerial View of the Building
The Family Room with Slider to the Lanai
Exceptional
(20 reviews)

Tropical Retreat w/ Heated Pool in Coral Falls

Naples

11% off
$259
$1,815 for 7 nights
All fees included
Tropical Retreat w/ Heated Pool in Coral Falls
Property grounds
Private kitchen
Fitness facility
Room
Wonderful
(17 reviews)

C-224 - End Unit with Private Views & Sleeps 6

Naples

8% off
$261
$1,826 for 7 nights
All fees included
C-224 - End Unit with Private Views & Sleeps 6
Terrace/patio
Pool
Property grounds
Living area
Exceptional
(29 reviews)

Lely Golf Resort - Golfer's Paradise - 1st Floor Condo - Players Club Access!

Naples

8% off
$343
$2,401 for 7 nights
All fees included
Lely Golf Resort - Golfer's Paradise - 1st Floor Condo - Players Club Access!
Property grounds
Living area
Pool
Dining
Exceptional
(10 reviews)

Naples Beach condo. First floor easy access- Walk to Vanderbilt Beach

Naples

8% off
$242
$1,695 for 7 nights
All fees included
Naples Beach condo. First floor easy access- Walk to Vanderbilt Beach
Interior
Dining
Room
Pool
Excellent
(13 reviews)

Naples Haven – Walk to Beach & 5th Ave

Naples

9% off
$407
$2,848 for 7 nights
All fees included
Naples Haven – Walk to Beach & 5th Ave
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about East Naples

Why visit East Naples

  • Beautiful Beaches: East Naples boasts stunning beaches perfect for sunbathing and swimming.
  • Outdoor Activities: Enjoy various outdoor adventures, including kayaking and biking in scenic areas.
  • Family-Friendly Atmosphere: The area is ideal for families, offering numerous recreational options for all ages.
  • Charming Local Spots: Explore vibrant marinas, unique shops, and delightful dining options in downtown Naples.
  • Diverse Accommodations: Choose from cozy condos to luxurious villas that cater to every traveler's needs.

Popular types of accommodation around East Naples

Discover the perfect getaway in East Naples with our diverse selection of vacation rentals. Whether you're seeking cozy condos, spacious houses, or luxurious villas, we have options to suit every traveler's needs. From charming Naples apartments to upscale bedroom rentals, your ideal retreat awaits. Explore our offerings and find the ideal base for your adventures in this beautiful Florida destination.

  • Condos: The top choice for vacation rentals in East Naples, offering a blend of comfort and community amenities.
  • Houses: A popular option for families or groups seeking privacy and space during their stay.
  • Villas: Elegant and spacious, these rentals provide a luxurious getaway experience.
  • Apartments: Conveniently located, these offer a home-like atmosphere for travelers.
  • Cottages: Charming and cozy, perfect for a quaint and relaxing escape.**

Top attractions near East Naples

East Naples, Florida, is perfect for beach lovers and families seeking outdoor adventures. The area offers a variety of attractions, including beautiful beaches, scenic streets, and vibrant marinas. Whether you're interested in cultural experiences or simply enjoying the sun and sea, East Naples has something for everyone. Don't miss the chance to explore its charming local spots and outdoor activities during your visit.

  • Naples Beach: Located 3 miles from East Naples, Naples Beach offers a picturesque shoreline with soft, white sand and stunning sunsets. It's perfect for sunbathing, swimming, and beach activities, making it a quintessential Florida experience.
  • Fifth Avenue South: Just 2 miles away, this vibrant street is the heart of Naples' shopping and dining scene. Enjoy boutique shops, art galleries, and a variety of restaurants, all while soaking in the lively city atmosphere.
  • Naples Pier: Situated 2 miles from East Naples, this historic pier is ideal for fishing, dolphin watching, and leisurely strolls. The pier offers breathtaking views of the Gulf and is a great spot for sunset excursions.

Things to do recommended for couples

For a romantic getaway in East Naples, enjoy a fun-filled round at Coral Cay Adventure Golf, perfect for couples seeking a playful atmosphere. For a more adventurous experience, head to Marco Island Ski & Watersports, just 15 miles away, where you can indulge in thrilling water activities together.

Things to do recommended for families

Your family can enjoy a day of fun at East Naples Community Park, which offers a relaxing atmosphere, or head to Sun N Fun Lagoon, a thrilling waterpark located 9 miles away, perfect for adventure and entertainment for all ages.

Things to do recommended for groups

Explore Tin City for unique shopping and entertainment vibes, just 2 miles from East Naples. For sports enthusiasts, enjoy a round at the nearby New Smyrna Beach Municipal Golf Course or the Evergreen Golf and Country Club, both offering a great outdoor experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around East Naples

If you're traveling with a group, your family, bringing along pets, or planning for an extended stay, be sure to refine your search according to your specific needs. Here are some helpful booking tips for Vrbo.

  • Traveling to East Naples with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to East Naples with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to East Naples: For many families, a vacation isn’t truly special without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting East Naples: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near East Naples

East Naples offers a delightful blend of beach relaxation and outdoor adventures, making it an ideal destination for family vacations. Explore the nearby downtown Naples for shopping and dining, or unwind at the beautiful local beaches. With its family-friendly atmosphere and opportunities for recreation, East Naples is perfect for travelers seeking both relaxation and exciting excursions in the heart of Southwest Florida.

  • Naples: Nestled along the stunning Gulf Coast, Naples is renowned for its beautiful beaches and vibrant outdoor activities. As a central hub of East Naples, it caters to families and adventure seekers alike. Visitors can indulge in luxurious resorts, shop at the upscale Naples shopping mall, or tee off at one of the many golf courses in the area. Local attractions include the pristine beaches, family-friendly spots, and even a theme park that promises fun for all ages.
  • Old Naples: Just 2 miles from East Naples, Old Naples is a charming neighborhood steeped in history and coastal allure. It offers travelers a delightful blend of beach relaxation and city vibes, perfect for families. Stroll through the quaint streets lined with boutiques and galleries, or unwind at local resorts. The beautiful beaches here are ideal for sunbathing, while the vibrant shopping areas ensure you’ll find unique souvenirs to take home.
  • Oyster Bay: Located only 1 mile from East Naples, Oyster Bay is a picturesque neighborhood that embodies the charm of coastal living. It’s a favorite among families looking to enjoy the beach and city life. In addition to its shopping mall and areas, Oyster Bay features several golf courses for enthusiasts. Visitors can explore the nearby beaches and scenic streets, providing a perfect backdrop for a leisurely day out with loved ones.

Best time to go to East Naples

If you're planning a trip to East Naples, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January65.7°F (18.7°C)No Rain (Dry)Mostly SunnyHighAverage
February68.2°F (20.1°C)No Rain (Dry)SunnyHighSlightly High
March70.3°F (21.3°C)No Rain (Dry)SunnyHighSlightly High
April75.4°F (24.1°C)No Rain (Dry)SunnyAverageAverage
May78.8°F (26.0°C)Light RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
July83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
August84.0°F (28.9°C)Light RainMostly SunnyLowSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnyLowSlightly Low
October78.6°F (25.9°C)Light RainMostly SunnyLowSlightly Low
November73.0°F (22.8°C)No Rain (Dry)Mostly SunnyAverageAverage
December69.3°F (20.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform for planning your travel. You can easily create new trips, continue from where you last left off, or review and arrange your travel plans. Your saved or booked properties will be neatly organized under categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in East Naples?
According to our data, condos are considered the most popular vacation rental type in East Naples. But naturally, everyone's idea of an epic trip can vary. Vrbo has vacation rentals with every shape, size and budget in mind, so you're sure to find your ideal match.
How much does it cost to rent a vacation rental in East Naples?
Season, length of stay and property type are some of the conditions that can affect the price of a vacation home. Simply click on your dates of travel to find your perfect fit. From cozy chalets to sprawling villas, all Vrbo vacation rentals offer incredible value.
How much does it cost to rent a beach house in East Naples?
Prices for beach houses in East Naples differ depending on the size and style of the property and time of year you're traveling. All you need to do is enter your travel dates into Vrbo and the number of guests to view your vacation rental options and prices. From there you can use the filters to refine your search results by ratings, amenities, nearby activities and more.
Are there large group vacation rentals in East Naples?
East Naples has 23 vacation rentals that can cater to 10 or more people. These stays come with enough space to share good times with your nearest and dearest.
Can I find two-bedroom vacation rentals in East Naples?
East Naples has 266 two-bedroom vacation properties to select from. Discover a vacation home with all the space and privacy you want at an attractive price on Vrbo.
Are there vacation rentals with WiFi in East Naples?
Choose from 276 vacation rentals with WiFi in East Naples. If you want to disconnect from daily life on your trip, but still need to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a vacation rental in East Naples?
The age limit can vary across properties on Vrbo, so be sure to look at the rules of the vacation home in East Naples you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a vacation rental in East Naples for?
The amount of time you can rent an East Naples vacation home for depends on each property. Simply put in your travel dates to browse available options offering extended stays. They come with the things you need to make your extended break more comfortable like air conditioning and kitchens. Some properties might also offer weekly or monthly discounts, so you can have a longer stay for less.
Does Vrbo offer discounts for vacation homes in East Naples?
On Vrbo, you'll find amazing bargains and discounts for East Naples. Browse our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're planning a weekend getaway or a much longer stay, Vrbo offers a variety of options for every style and budget.

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