Holiday Homes in Naples

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Naples

NEW 7.5M LUXURY HIGH END WATERFRONT Home w/ Amazing views! SHORT WALK TO BEACH
Outdoor pool, a heated pool

NEW 7.5M LUXURY HIGH END WATERFRONT Home w/ Amazing views! SHORT WALK TO BEACH

10.0 out of 10, Exceptional, (23)
"We had a great time staying in Bonita Springs at this property. Amanda was super responsive and has thought about everything. From beach toys to shampoo it’s all part of the experience. If you are looking for a very comfortable place for a large group this is perfect. "
NEW 7.5M LUXURY HIGH END WATERFRONT Home w/ Amazing views! SHORT WALK TO BEACH
Aug Sept Discount! Close to Beach - Fully Stocked Game Room - Heated Pool!
Fridge, microwave, oven, stovetop

Aug Sept Discount! Close to Beach - Fully Stocked Game Room - Heated Pool!

10.0 out of 10, Exceptional, (22)
"We loved staying at this property. The house was spotless with every amenity a family could need. The location cannot be beat! Direct shot to Naples, Bonita Beach, all of the restaurants and stores. It was so nice to have the lanai and pool for our kids to unwind after the beach. Our host was incredibly helpful, friendly and communicative from the booking through checkout. "
Aug Sept Discount! Close to Beach - Fully Stocked Game Room - Heated Pool!
SUMMER PROMO! Finest Luxury Home, Heated pool/spa, Close to Beach, FREE Bikes
Property grounds

SUMMER PROMO! Finest Luxury Home, Heated pool/spa, Close to Beach, FREE Bikes

10.0 out of 10, Exceptional, (87)
"Everything about our stay was top notch. The property is beautiful, clean and the perfect location!"
SUMMER PROMO! Finest Luxury Home, Heated pool/spa, Close to Beach, FREE Bikes
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING
Beach nearby, sun-loungers

Peaceful home next to the best restaurants, BEACHES... $5 CLEANING

9.4 out of 10, Exceptional, (67)
"Very nice place. "
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING
Dream Getaway Away in 6BR/4.5 Bath Oasis with Heated Pool, Steps from the Beach
Fridge, microwave, oven, stovetop

Dream Getaway Away in 6BR/4.5 Bath Oasis with Heated Pool, Steps from the Beach

9.4 out of 10, Exceptional, (58)
"We had this house and a neighbour house for 12 guys in total and spent one of best trips ever. Best with this house are the many bedplaces with individual beds."
Dream Getaway Away in 6BR/4.5 Bath Oasis with Heated Pool, Steps from the Beach
5 STAR Beach Vacation on Destination Chanel 300 steps to the BEACH
Outdoor dining

5 STAR Beach Vacation on Destination Chanel 300 steps to the BEACH

10.0 out of 10, Exceptional, (110)
"College golf team had a great time at "Island Time". Plenty of space and large gathering areas for family and team activities"
5 STAR Beach Vacation on Destination Chanel 300 steps to the BEACH
The Seascape - 3bdr Retreat in Central Naples
Smart TV, books, stereo

The Seascape - 3bdr Retreat in Central Naples

9.2 out of 10, Wonderful, (12)
"We loved our stay and plan to return. The kids were very comfortable and slept well all trip! Great location and amazingly kind neighbor. "
The Seascape - 3bdr Retreat in Central Naples
Renovated snowbird-friendly home with private heated pool, pool spa, gas grill
Fridge, microwave, oven, stovetop

Renovated snowbird-friendly home with private heated pool, pool spa, gas grill

9.4 out of 10, Exceptional, (55)
"Very clean and roomy. Very nice heated pool, lacked a dining table but had a nice eat-at bar "
Renovated snowbird-friendly home with private heated pool, pool spa, gas grill
5-Bedroom Family Beach & Pool House on Bonita Beach | Sleeps 11
A heated pool

5-Bedroom Family Beach & Pool House on Bonita Beach | Sleeps 11

10.0 out of 10, Exceptional, (42)
"We enjoyed our stay. Location was great- very easy walk to beach. House had everything we needed and more- such a fun place!"
5-Bedroom Family Beach & Pool House on Bonita Beach | Sleeps 11
Beach Retreat House (Pool & Spa)
Interior

Beach Retreat House (Pool & Spa)

9.4 out of 10, Exceptional, (43)
"Cute, well-equipped, and in good neighborhood with close proximity to beach. Owner was easy and a good communicator"
Beach Retreat House (Pool & Spa)
⭐️WATERFRONT-CANAL⭐️WALK TO BEACH🏖LARGE POOL 🌟BAYVIEW☀️GULF ACCESS☀️
Outdoor pool, a heated pool

⭐️WATERFRONT-CANAL⭐️WALK TO BEACH🏖LARGE POOL 🌟BAYVIEW☀️GULF ACCESS☀️

10.0 out of 10, Exceptional, (166)
"The home is very tastefully decorated and the lanai area and pool are where we spent our free time! Beautiful property. Enjoyed the fish jumping and manatees relaxing. The location is great for morning walks and restaurants are easy to get to. We loved our stay and would definitely stay here again."
⭐️WATERFRONT-CANAL⭐️WALK TO BEACH🏖LARGE POOL 🌟BAYVIEW☀️GULF ACCESS☀️
Dream vacation home just 3 minutes to Naples Beach with 3 king ensuites.
Fridge, microwave, oven, stovetop

Dream vacation home just 3 minutes to Naples Beach with 3 king ensuites.

10.0 out of 10, Exceptional, (40)
"Great place, and the host was awesome!!"
Dream vacation home just 3 minutes to Naples Beach with 3 king ensuites.
Elegant guest suite with a Dock and Pool
Outdoor pool, a heated pool

Elegant guest suite with a Dock and Pool

10.0 out of 10, Exceptional, (92)
"Beautiful property and quiet neighborhood! We enjoyed our stay and the Bonita Springs area! "
Elegant guest suite with a Dock and Pool
Naples Beach Port Royal Luxe Coastal Mansion & Guesthouse with Pool & Hot Tub
Pool

Naples Beach Port Royal Luxe Coastal Mansion & Guesthouse with Pool & Hot Tub

Naples Beach Port Royal Luxe Coastal Mansion & Guesthouse with Pool & Hot Tub
Beautiful Heated Pool and Spa Home
A heated pool

Beautiful Heated Pool and Spa Home

10.0 out of 10, Exceptional, (21)
"A great place for families. Clean, wonderful kitchen, pool and great hosts. Able to take the bikes to the beach with wonderful pool chairs/coolers. "
Beautiful Heated Pool and Spa Home
SUMMER SPECIALS! Finest Luxury Home, Heated Pool/Spa, Close to beach, FREE Bikes
Beach nearby, sun-loungers, beach towels

SUMMER SPECIALS! Finest Luxury Home, Heated Pool/Spa, Close to beach, FREE Bikes

10.0 out of 10, Exceptional, (69)
"Grear place to stay!"
SUMMER SPECIALS! Finest Luxury Home, Heated Pool/Spa, Close to beach, FREE Bikes
Luxurious home with modern interior with wifi and beautiful pool
Terrace/patio

Luxurious home with modern interior with wifi and beautiful pool

9.0 out of 10, Wonderful, (6)
"No issues at all Great spot"
Luxurious home with modern interior with wifi and beautiful pool
Just Renovated! Beachfront Pool Home | Panoramic Gulf Views
A heated pool

Just Renovated! Beachfront Pool Home | Panoramic Gulf Views

9.8 out of 10, Exceptional, (77)
"Everything met or exceeded our expectations. Beautiful location with amazing views on a quiet beach. We can’t wait to come back."
Just Renovated! Beachfront Pool Home | Panoramic Gulf Views
Quaint Bungalow in Lake Park with Private Pool & Spa - Minutes from Beaches
Fridge, microwave, oven, stovetop

Quaint Bungalow in Lake Park with Private Pool & Spa - Minutes from Beaches

9.0 out of 10, Wonderful, (4)
"This location provided the perfect March vacation with convenient access to all Naples has to offer! Plus a beautiful yard & pool!"
Quaint Bungalow in Lake Park with Private Pool & Spa - Minutes from Beaches
NEW Coastal Paradise GEM!! Spacious 4BR, 3 Full Baths w/Pool!! PET FRIENDLY!!!
Pool

NEW Coastal Paradise GEM!! Spacious 4BR, 3 Full Baths w/Pool!! PET FRIENDLY!!!

2.0 star property
10.0 out of 10, Exceptional, (13)
"My family enjoyed staying near me at this well equipped and maintained VRBO in a nice quiet neighborhood!"
NEW Coastal Paradise GEM!! Spacious 4BR, 3 Full Baths w/Pool!! PET FRIENDLY!!!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Naples Hotel Reviews

AC Hotel by Marriott Naples 5th Avenue

AC Hotel by Marriott Naples 5th Avenue

10/10 Excellent
"The property is very nice the only thing that I didn’t like was the balcony since you need to stand up to have a view so is a waste of money other than that the hotel is so nice and new Michelle the Lady in the front desk was more than nice she called us to let us know that the room was ready since we went earlier to check in.My husband let her know that it was my birthday and when I get to the room it was a surprise for me I really appreciate to Michelle and the hotel for a nice surprise The room are clean and the hotel is nice and quiet near to the Naples downtown you can go walking to the beach although the hotel has a shuttle bus to go and pick you up The food at the hotel restaurant is terrible they need to improve it "
Ana 1-night trip
Posted 7 hours ago
AC Hotel by Marriott Naples 5th Avenue