East Naples holiday homes
We found 3,684 holiday rentals — enter your dates for availability
Find the perfect place for you stay in East Naples by choosing from 125 houses, 44 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:13 Nov - 20 Nov
Wonderful
(25 reviews)
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
Naples
NZ$2,517
for 7 nights, 1 home
NZ$360 per night
includes taxes & fees
Exceptional
(120 reviews)
Tropical Retreat Pool Home close to Downtown & Naples Beaches
Naples
NZ$4,828
for 7 nights, 1 home
NZ$690 per night
includes taxes & fees
Exceptional
(21 reviews)
Luxurious Naples Bay Resort Pool, Spa & Beach Club!
Naples
NZ$7,844
for 7 nights, 1 cottage
NZ$1,121 per night
includes taxes & fees
Exceptional
(174 reviews)
Bike to beach! Heated pool, pet-friendly. Summer 2026 sale!
Naples
NZ$4,164
for 7 nights, 1 home
NZ$595 per night
includes taxes & fees
Exceptional
(23 reviews)
5 Miles to the beach, family home, saltwater pool, pickleball & tennis courts
Naples
NZ$3,706
for 7 nights, 1 home
NZ$529 per night
includes taxes & fees
Wonderful
(33 reviews)
Sardinia 4BR Pool Home | Walk to Vanderbilt Beach
Naples
NZ$9,105
for 7 nights, 1 home
NZ$1,301 per night
includes taxes & fees
Exceptional
(122 reviews)
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
Naples
NZ$6,776
for 7 nights, 1 home
NZ$968 per night
includes taxes & fees
Exceptional
(71 reviews)
Designer NAPLES home w/POOL, total PRIVACY, near BEACH, SUMMER DISCOUNTS
Naples
NZ$4,489
for 7 nights, 1 home
NZ$641 per night
includes taxes & fees
Wonderful
(19 reviews)
Villa Vera with Lake view- Naples near to the beaches, large heated private pool
Naples
NZ$5,219
for 7 nights, 1 home
NZ$746 per night
includes taxes & fees
Exceptional
(109 reviews)
WinterPerfect 3 bedroom Naples Home-South Facing 84 degree HEATED Saltwater Pool
Naples
NZ$5,242
for 7 nights, 1 home
NZ$749 per night
includes taxes & fees
Exceptional
(10 reviews)
LUXE, Beach, Hot Tub, Putt Putt, 2 Mstr Suites, 3 Kings, Hot Tub, Bunkbds, Pets
Naples
NZ$7,482
for 7 nights, 1 home
NZ$1,069 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
NZ$4,131
for 7 nights, 1 home
NZ$590 per night
includes taxes & fees
Exceptional
(50 reviews)
Edgy Modern house with Heated Salt Water Pool
Naples
NZ$3,838
for 7 nights, 1 home
NZ$548 per night
includes taxes & fees
Exceptional
(65 reviews)
Stay in the Heart of Olde Naples - Steps to the Beach, Restaurants and Shops
Naples
NZ$6,165
for 7 nights, 1 apartment
NZ$881 per night
includes taxes & fees
Exceptional
(22 reviews)
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Naples
NZ$4,172
for 7 nights, 1 cottage
NZ$596 per night
includes taxes & fees
Exceptional
(9 reviews)
Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck
Naples
NZ$2,888
for 7 nights, 1 cottage
NZ$413 per night
includes taxes & fees
Exceptional
(9 reviews)
Luxury Lakefront Home with Pool, 2 King Suites, 4 BR 5 BA Near 5th Ave & Beaches
Naples
NZ$7,518
for 7 nights, 1 home
NZ$1,074 per night
includes taxes & fees
Exceptional
(149 reviews)
BEACH DREAMING Luxury condo, newly renovated on 5th Ave; Steps to beach & dining
Naples
NZ$6,054
for 7 nights, 1 apartment
NZ$865 per night
includes taxes & fees
Exceptional
(11 reviews)
Le Marquis 1BR | Walk to Beach & 5th Ave | Parking
Naples
NZ$4,895
for 7 nights, 1 apartment
NZ$699 per night
includes taxes & fees
Exceptional
(56 reviews)
Modern Coastal Cottage 1.5 miles to Beach
Naples
NZ$5,233
for 7 nights, 1 home
NZ$748 per night
includes taxes & fees
Wonderful
(63 reviews)
Le Monaco 1BR Condo | Walk to Beach & 5th | BBQ
Naples
NZ$4,108
for 7 nights, 1 apartment
NZ$587 per night
includes taxes & fees
Exceptional
(55 reviews)
Solterra 3BR Pool, Gym, Nature| Lake & Golf Views
Naples
NZ$3,849
for 7 nights, 1 apartment
NZ$550 per night
includes taxes & fees
Exceptional
(65 reviews)
Neapolitan 3BR Tropical Pool Home | Walk to Beach
Naples
NZ$6,666
for 7 nights, 1 home
NZ$952 per night
includes taxes & fees
Excellent
(11 reviews)
Prime Location in Naples - Walking Distance to 5th Ave & Pet Friendly!
Naples
NZ$3,865
for 7 nights, 1 home
NZ$552 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
Swimming pool, lake view, minutes to Naple's downtown and beach.
Sleeps 3 · 1 bedroom · 1 bathroom
Fully Renovated Modern Home, With Heated pool
Sleeps 10 · 4 bedrooms · 3 bathrooms
Paradise Naples Pool Home. Free headed pool
Sleeps 6 · 2 bedrooms · 2 bathrooms
SUMMER SAVINGS! New pool 2 miles to Beach-5th Ave, 2 King Beds, Bikes
Sleeps 8 · 3 bedrooms · 3 bathrooms
Heated pool home, close to downtown
Sleeps 6 · 3 bedrooms · 2 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
What is the most popular type of holiday home accommodation in East Naples?
The most in-demand types of holiday homes in East Naples are houses. Want something different? Bookabach has plenty of options to match our guests' unique needs, so you'll see holiday homes in lots of shapes and sizes. The perfect fit is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in East Naples?
The average price for a holiday home in East Naples can vary based on factors including length of stay, property type and season. Whether you're thinking about a sprawling house with room for friends and family or a cosy cabin for just you and the kids, just enter your travel dates to view stays with amazing value.
How much does it cost to rent a beach house in East Naples?
The average price for a holiday home near the beach in East Naples will depend on when you're going and the type and size of property you're looking for. You can easily find prices on Bookabach by entering the dates you'll be travelling. Then use the handy filter tool to choose the number of bedrooms and amenities that you require, like WiFi, air conditioning and a pool.
Are there large group holiday homes in East Naples?
With 18 properties that can host 10 guests or more in East Naples, you won't have to keep anyone off the invite list. From family holidays to events like birthday parties and weddings, Bookabach will help you find a large group home to suit the occasion.
Can I find two-bedroom holiday homes in East Naples?
Take off with your loved ones and enjoy a relaxing escape in one of the 247 two-bedroom holiday properties East Naples has to offer.
Are there holiday homes with WiFi in East Naples?
East Naples has 250 holiday homes with WiFi, so you can stay connected while you're travelling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to updating your social media, these Bookabach homes make it easy to get online.
How old do you have to be to rent a holiday home in East Naples?
We recommend you check with the East Naples holiday property you're looking at on Bookabach as age restrictions vary. However, it's typically 16, 18 or 21.
How long can I rent a holiday home in East Naples for?
It really depends on the East Naples property. To look at a list of options offering extended stays, simply enter your travel dates and number of guests into Bookabach's search page. Enjoy having the entire place to yourself, along with comforts such as air conditioning, a kitchen and an outdoor space where the kids can run and play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.