
House holiday rentals in Old Naples
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Top-rated house rentals in Old Naples
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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.

Pool House+Game Room, Moments to Beach & Downtown
Welcome to our Happy Place! This fully renovated Naples retreat sleeps 6 and blends modern comfort with family fun. Enjoy a bright open-plan living area, chef’s kitchen, and 3 bedrooms including a master with pool access. Step outside to your private screened oasis with heated pool, lounge seating, grill, canal and golf course views. The garage game room offers ping-pong foosball & arcade basketball. Just minutes to beaches, dining, and downtown, it’s the perfect getaway for relaxation and play.

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!

Boaters Bayshore Bungalow w/HOT TUB view of water.
BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

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.

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.

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.

Waterfront Delights
Enjoy Naples in our bright and beachy, newly remodeled small home. Conveniently located with Gulf access on the Gordon River near the heart of Downtown 5th Avenue and The Naples Pier. Our home is only 1.5 miles (2.4 km) from the beach and is walking distance to spectacular Baker Park, Tin City, and Bayfront restaurants and bars. Located in a safe, vibrant, and transitioning community full of life and the true flavor of old Naples.

Perfect 2 Bedroom House w/ Pool!
Perfect 2 Bedroom House with a Pool only 2.5 Miles to the Beach and 1.5 Miles to Beautiful 5th Ave in Naples, FL! This House is perfect for those coming to Naples on Vacation, for work, or seasonally! Enjoy a completely private backyard with a pool, outdoor shower, and lanai! Relax in your very own private oasis within a short driving distance of all of the most popular Naples spots! This house is perfect for 1-4 guests.

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

Close to Everything! Stylish Home w/ Pool & Spa

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings

Backyard Oasis - Large heated pool/Wi-fi/Lanai/PS3

*New*5minto5th|Heatedpool|privateyard|10mintobeach

675 FantaSea | New Heated Resort Pool & Fire Pit

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Coastal Getaway *Heated Pool *3 King Rooms

Naples Oasis: Cozy 2B/2BA Home w/Pool 10 Min Beach
Weekly house rentals

“Taormina House” 5th ave and beaches 2 Miles away!

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

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

Sandy Cove Villa Central Naples and near the Beach

1 Bedroom/ Bayshore Art District

Modern Home in Naples w/ Heated Pool

Chic Pool Naples Beach House

Walk to 5th Ave and beach!
Private house rentals

Unique Peaceful Home Close to Downtown Fast WiFi

Poolside Stay for Every Getaway

Family Oasis | Heated Pool + Beach Gear, Kid Ready

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

Families-private heated pool & hot tub-pickle ball

Naples Nest- Located near Beaches and Downtown

Private Studio/ 3 Miles from Beach

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 | $1,182 SGD | $867 SGD | $866 SGD | $606 SGD | $580 SGD | $612 SGD | $613 SGD | $554 SGD | $644 SGD | $769 SGD | $1,028 SGD | $1,170 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 $143 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
- Apartment rentals Old Naples
- Rentals with a washing machine and dryer Old Naples
- Rentals with outdoor seating Old Naples
- Family-friendly rentals Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- Beach house rentals Old Naples
- Rentals with pools Old Naples
- Rentals with a hot tub Old Naples
- Flat rentals Old Naples
- Pet-friendly rentals Old Naples
- Rentals with an EV charger Old Naples
- Rentals with a fireplace Old Naples
- Waterfront rentals Old Naples
- Rentals with a firepit Old Naples
- Rentals with beach access Old Naples
- Hotel rentals Old Naples
- Fitness-friendly rentals Old Naples
- House rentals Naples
- House rentals Collier County
- House rentals Florida
- House rentals United States
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