Photo by Stephanie Karasek

East Naples holiday rentals

We found 3,690 holiday rentals — enter your dates for availability
Find the perfect place for you stay in East Naples by choosing from 138 houses, 39 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:27 Nov - 4 Dec

Marina
Pool
Marina
Property grounds
Exceptional
(21 reviews)

Luxurious Naples Bay Resort Pool, Spa & Beach Club!

Naples

7% off
S$8,743
for 7 nights, 1 cottage
S$1,249 per night
includes taxes & fees
Luxurious Naples Bay Resort Pool, Spa & Beach Club!
Seating for 8 --- 4 in the kitchen and additional 4 in dining area.
Full equipped kitchen.
Dining
Inviting pool with all day sunshine. Rental fee includes heated pool in winter.
Exceptional
(174 reviews)

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

Naples

8% off
S$3,060
for 7 nights, 1 home
S$437 per night
includes taxes & fees
Bike to beach! Heated pool, pet-friendly. Summer 2026 sale!
The gas grill is shaded by our specimen coconut palm tree
Guests have full access to our propane gas grill
The family room with a view to the backyard and the open door leads to the primary bedroom
Bedroom #3 has a queen bed
Very good
(6 reviews)

Bungalow Close to Naples Beaches

Naples

7% off
S$3,016
for 7 nights, 1 home
S$431 per night
includes taxes & fees
Bungalow Close to Naples Beaches
Exterior
Pool
Private kitchen
Interior
Exceptional
(6 reviews)

Min 2 Beach Dining Pool 8 ppl Lux Family Villa

Naples

8% off
S$6,247
for 7 nights, 1 villa
S$892 per night
includes taxes & fees
Min 2 Beach Dining Pool 8 ppl Lux Family Villa
Great open space for the whole family to gather
Come and enjoy the clubhouse pool
Private kitchen
Fitness facilities
Exceptional
(23 reviews)

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

Naples

6% off
S$4,053
for 7 nights, 1 home
S$579 per night
includes taxes & fees
5 Miles to the beach, family home, saltwater pool, pickleball & tennis courts
Exterior detail
Outdoor dining
Living area
Private kitchen
Exceptional
(9 reviews)

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

Naples

7% off
S$2,191
for 7 nights, 1 cottage
S$313 per night
includes taxes & fees
Near DownTown & Napes Beach! Cottage House 2QueenBeds Fenced Back Yard with deck
Living area
Property grounds
Pool
Exterior
Excellent
(5 reviews)

Butterfly garden, nature, cozy private complete guest suite

Naples

5% off
S$2,528
for 7 nights, 1 room
S$361 per night
includes taxes & fees
Butterfly garden, nature, cozy private complete guest suite
Private kitchen
Dining
Interior
Living area
Exceptional
(56 reviews)

Modern Coastal Cottage 1.5 miles to Beach

Naples

8% off
S$3,911
for 7 nights, 1 home
S$559 per night
includes taxes & fees
Modern Coastal Cottage 1.5 miles to Beach
Dining
Private kitchen
Pool
Interior
Exceptional
(122 reviews)

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

Naples

8% off
S$8,159
for 7 nights, 1 home
S$1,166 per night
includes taxes & fees
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
Exterior
Please note, this is not a private balcony/deck
Exterior
Living area
Exceptional
(65 reviews)

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

Naples

8% off
S$4,696
for 7 nights, 1 apartment
S$671 per night
includes taxes & fees
Stay in the Heart of Olde Naples - Steps to the Beach, Restaurants and Shops
Private kitchen
Pool
Property grounds
Room
Wonderful
(19 reviews)

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

Naples

10% off
S$3,986
for 7 nights, 1 home
S$569 per night
includes taxes & fees
Villa Vera with Lake view- Naples near to the beaches, large heated private pool
open concept kitchen , dining room.
poolside
50' smart TV,.high speed internet ,cable
queen size master room, great view of pool, private
Excellent
(5 reviews)

5*Star Coral Falls, 2BR Condo, Naples FL USA, 15min drive to many beaches, shops

Naples

8% off
S$3,568
for 7 nights, 1 apartment
S$510 per night
includes taxes & fees
5*Star Coral Falls, 2BR Condo, Naples FL USA, 15min drive to many beaches, shops
Room
Terrace/patio
Pool
Private kitchen
Exceptional
(50 reviews)

Edgy Modern house with Heated Salt Water Pool

Naples

8% off
S$2,923
for 7 nights, 1 home
S$418 per night
includes taxes & fees
Edgy Modern house with Heated Salt Water Pool
Property grounds
Private kitchen
Interior
Room
Exceptional
(19 reviews)

The Gulstream Place

Naples

8% off
S$1,956
for 7 nights, 1 apartment
S$279 per night
includes taxes & fees
The Gulstream Place
Private kitchen
Exterior
Pool
Property grounds
Exceptional
(24 reviews)

immaculate 2B 2B Condo at the World Tennis Club

Naples

7% off
S$2,750
for 7 nights, 1 apartment
S$393 per night
includes taxes & fees
immaculate 2B 2B Condo at the World Tennis Club
Interior
Living area
Room
Dining
Exceptional
(18 reviews)

Villa Mango

Naples

8% off
S$2,053
for 7 nights, 1 apartment
S$293 per night
includes taxes & fees
Villa Mango
Fitness facility
Pool
Property grounds
Terrace/patio
Exceptional
(29 reviews)

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

Naples

7% off
S$3,231
for 7 nights, 1 apartment
S$462 per night
includes taxes & fees
Lely Golf Resort - Golfer's Paradise - 1st Floor Condo - Players Club Access!
View of entryway and Coffee bar.
Open floor plan. Living, Dining, and Kitchen
Dining
Kitchen
Exceptional
(34 reviews)

4-bedroom vacation home just 10 minutes from 5th Ave. and beach.

Naples

7% off
S$2,980
for 7 nights, 1 home
S$426 per night
includes taxes & fees
4-bedroom vacation home just 10 minutes from 5th Ave. and beach.
Dining
Dining
Pool
Interior
Excellent
(13 reviews)

Naples Haven – Walk to Beach & 5th Ave

Naples

8% off
S$4,031
for 7 nights, 1 apartment
S$576 per night
includes taxes & fees
Naples Haven – Walk to Beach & 5th Ave
Front entrance
Pool entrance
Living room
Kitchen
Exceptional
(130 reviews)

1/2 Block to the Beach and 3rd Street Shopping!

Naples

8% off
S$2,797
for 7 nights, 1 apartment
S$400 per night
includes taxes & fees
1/2 Block to the Beach and 3rd Street Shopping!
Property grounds
Exterior
Terrace/patio
Interior
Exceptional
(35 reviews)

Tennis, Pool, Lakeview, Free Wi-Fi Cozy 2/2 condo in the heart of Naples

Naples

6% off
S$2,174
for 7 nights, 1 apartment
S$311 per night
includes taxes & fees
Tennis, Pool, Lakeview, Free Wi-Fi Cozy 2/2 condo in the heart of Naples
Dining table
Terrace/patio
Hallway
Private kitchen
Exceptional
(26 reviews)

spacious 4 Bedrooms ,3 Bathrooms Home, in the center of everything in Naples Fl.

Naples

8% off
S$3,240
for 7 nights, 1 home
S$463 per night
includes taxes & fees
spacious 4 Bedrooms ,3 Bathrooms Home, in the center of everything in Naples Fl.
Pool
Living area
Property grounds
Dining
Exceptional
(10 reviews)

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

Naples

7% off
S$2,418
for 7 nights, 1 apartment
S$345 per night
includes taxes & fees
Naples Beach condo. First floor easy access- Walk to Vanderbilt Beach
Living area
Pool
Property grounds
Exterior
Very good
(5 reviews)

B-116 - Resort Views and Close to the Lobby

Naples

8% off
S$3,520
for 7 nights, 1 apartment
S$503 per night
includes taxes & fees
B-116 - Resort Views and Close to the Lobby

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in East Naples?
The most in-demand types of holiday rentals in East Naples are houses. Want something different? Vrbo 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 rental in East Naples?
The average price for a holiday rental 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 rental 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 Vrbo 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 rentals 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, Vrbo will help you find a large group rental to suit the occasion.
Can I find two-bedroom holiday rentals 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 rentals with WiFi in East Naples?
East Naples has 250 holiday rentals 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 Vrbo homes make it easy to get online.
How old do you have to be to rent a holiday rental in East Naples?
We recommend you check with the East Naples holiday property you're looking at on Vrbo as age restrictions vary. However, it's typically 16, 18 or 21.
How long can I rent a holiday rental 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 Vrbo'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.

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