
House holiday rentals in Old Naples
Find and book unique houses on Airbnb
Top-rated house rentals in Old Naples
Guests agree: these houses are highly rated for location, cleanliness and more.

New Home, 6 Beds, Heated POOL / Game Room
Park in the driveway and enter through the front double doors to a newly and completely updated Home with 3bedrooms and 3 full bathrooms located just 7 miles from the trendy 5th avenue south, white sanded beaches and the famous Naples pier; This private and MODERN exquisite home has everything you need to enjoy an endless summer alike stay. Heat for the Pool Available EXTRA $ October to May $40 EXTRA per each night stay May to September $30 EXTRA per each night stay. Game Room and and Gym area.

Home Close To Beach & Downtown Naples
We have stellar reviews, come check us out & see for yourself. Stay at this downtown Naples relaxing 1,864 sqft, 4 BD (2-king beds & 2-queen beds+twin blow up), 2 BA home for the best of vacations. Minutes from 5th Ave beaches/shopping/food/activities. Bonus: 2 outdoor seating areas/ample entertaining space/BBQ/outdoor games (corn hole, jenga, putting green), 2 bikes & beach equipment for 8. If looking for a pool, we have resort access to 6 area resort pools (day rate fees apply). Message me!

Magical Gateway in Naples FL
You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

Tropical Cottage by the Sea- your own private home
Welcome to your own private waterfront home on private lot close to Naples beaches! This small cottage comes with a big view of a tropical, peaceful lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting and lots of wild life to see too! Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens or one of the many restaurants close by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do close by!

Parks Place - Ocean, Beach and Pickleball Haven
This stunning new home is surrounded by 4 beautiful Naples Parks and is ideal for ocean & beach lovers, nature enthusiasts, and pickleball. The US Open Pickleball Park is across the street. Bayview Park & Boat Ramp, with gorgeous views & access to Naples Bay is just down the street. Walk or bike around Lake Avalon/Sugden Park - 2 blocks away. Just .8 miles to Naples Botanical Gardens. Near the Bayshore Arts District, and a short drive to the gorgeous beaches, Naples Pier, and infamous 5th Ave.

LUXE Oasis | 10 min Beach • HTD Pool+5th Ave •Crib
Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

Relaxing Naples Home close to beach and downtown.
Enjoy this single level "just renovated" traditional Naples home, just blocks from beautiful beaches, the Naples Zoo, Naples Preserve, the Conservancy of Southwest Florida, the Gordon River Greenway Park, Coastland Mall, and 5th Avenue's abundant restaurants and shopping. Features include 3 bedrooms (including 1 bedroom with bunk beds (double and twin), a 2 car garage, covered lanai and laundry. It is located in the Lake Park neighborhood known for its quiet charm and mature canopy trees.

Waterfront ocean access canal, Kayaks, Bikes Beach
We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

Pool Bikes & Beach | Paddle Board Included
We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

Three Palms Oasis - 2 Miles to Beach and 5th Ave
We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the heart of central Naples. Three Palms Oasis is located in a quiet coastal neighborhood under two miles from the best that downtown Naples has to offer including the sugar white sand beaches, Naples Design District, dining and shopping on 5th Ave, Naples Zoo, Olde Naples, and so much more! You won’t find a better value in the prestigious 34102.

Private Oasis in the ♥ of Naples ☀Heated Pool/Spa☀
Escape to The Private Oasis in the heart of Naples! → Welcome to 2,279 square feet of modern and elegant furnishings → Minutes to 5th Avenue, Tin City, Beach, Zoo, and Pier → Fully equipped kitchen fit for the chef at heart → Dine and unwind poolside in the enclosed lanai → Take a dip in the heated pool and spa → Grill masters will love the outdoor kitchen & bluetooth speakers → Click the ❤ to add listing to wishlist!

Charming Keys Style house
Unique Key West Style Villa on a friendly private Pave stone street. You will have the entire second floor which consist of an open kitchen/living area plus two bedrooms and two bathrooms. There is a private front porch and a shared rear patio with grill . Queen bed master all quality mattress, all items are new sofa bed also. 3 blocks from 5th Ave Shopping. just over one mile to beach with many beach toys in garage.
Popular amenities for house rentals in Old Naples
House rentals with a pool

Luxury 6BR Retreat w/private Pool beach 3 min away

Modern 3BR w/ Pool & Lanai | 5 Min to Downtown

The Periwinkle, a heated pool home 10 min to beach

Chic Pool Naples Beach House

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Attention Naples Lovers! Entire Home w/Pool&HotTub

Your Dream House -Steps to 5th Ave

The Heron: Poolside Paradise
Weekly house rentals

3 Bedroom Waterfront Getaway in Downtown Naples!

Unique Charming Home 3 Min to Downtown! FAST WiFi

Cozy and Stylish, 2 King, Close to Beach & 5th Ave

Villa Palmera by Downtown & Beach

Sandy Cove Villa Central Naples and near the Beach

Modern Home in Naples w/ Heated Pool

The Marquee of Naples

Private Studio/ 3 Miles from Beach
Private house rentals

Tropical Pool Paradise close to 5th Ave/Beaches

Boho Beach Bungalow -5 min Drive from the beach

Families-private heated pool & hot tub-pickle ball

Private Heated Pool• Outdoor TV & Gated in Naples

Naples Oasis

Charming Waterfront Tropical Escape Near Downtown

Mediterranean Inspired Villa with Private MiniGolf

Hidden Gem-Central Naples-3 Miles to Town & Beach
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,184 SGD | $869 SGD | $868 SGD | $608 SGD | $582 SGD | $613 SGD | $614 SGD | $556 SGD | $646 SGD | $771 SGD | $1,030 SGD | $1,173 SGD |
| Avg. temp | 18°C | 20°C | 21°C | 24°C | 26°C | 28°C | 29°C | 29°C | 28°C | 26°C | 23°C | 20°C |
Quick stats about house rentals in Old Naples

Total holiday rentals
Explore 40 holiday rentals in Old Naples

Nightly prices starting at
Old Naples holiday rentals start at $144 SGD per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Old Naples holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Naples rentals

4.9 Average rating
Old Naples stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with beach access Old Naples
- Flat rentals Old Naples
- Rentals with a hot tub Old Naples
- Rentals with pools Old Naples
- Rentals with a washing machine and dryer Old Naples
- Waterfront rentals Old Naples
- Rentals with outdoor seating Old Naples
- Beach house rentals Old Naples
- Rentals with a fireplace Old Naples
- Rentals with an EV charger Old Naples
- Fitness-friendly rentals Old Naples
- Apartment rentals Old Naples
- Family-friendly rentals Old Naples
- Rentals with a firepit Old Naples
- Pet-friendly rentals Old Naples
- Hotel rooms Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- House rentals Naples
- House rentals Collier County
- House rentals Florida
- House rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Clam Pass Park
- The Club at The Strand
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Spanish Wells Country Club
- Morgan Beach
- Seagate Beach Club
- Panther Run Golf Club
- The National Golf & Country Club Ave Maria
- Cypress Woods Golf & Country Club
- LaPlaya Golf Club
- Worthington Country Club
- The Quarry Golf Club Naples
- Esplanade Golf & Country Club of Naples
- Gasparilla Island State Park
- Park Shore Beach Park
- Sanibel Island Northern Beach
- Del Tura Golf & Country Club
- Spring Run Golf Club




