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

Coastal Getaway *Heated Pool *3 King Rooms
Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning
🏡 THIS LUXURY PROPERTY IS IDEAL FOR FAMILIES/SMALL GROUPS (SLEEPS 8) YOU HAVE MADE IT! You are now viewing one of the most unique properties in Naples 🌴 & here is why: 🌳 This property is on 2.5 acres of land & VERY private 🏖️ Beach is only 12 minutes away 🍽️ 10 minutes from heart of the city (Dining, shopping, nightlife) 🏊♂️ Heated saltwater pool/spa ⛳ Golf putting green 🎾 2 Pickleball Courts 🏓 Ping Pong table W/AC in garage 🏀 Adjustable Basketball Hoop 💻⚡ Blazing fast WIFI

Attention Naples Lovers! Entire Home w/Pool&HotTub
Enjoy the heart of Naples from a modern vacation home located in a quiet, safe neighborhood with a private hot tub, heated pool, and screened patio. Stay in and have a wine night in the stunning, open-space kitchen island or go out and enjoy the many fine dining and beautiful beach views that Naples has to offer - minutes away! The home is newly renovated with new appliances, new furniture, a new hot tub, and a heated pool to savor Florida right in your own fully fenced private backyard.

Garden House-2 Bedroom/2 Bath-Naples / Park Shore
WHOLE HOUSE RENTAL-Intimate quiet setting. 2 miles from the beach and 4 miles from (a 10 minute drive) Downtown / 5th Avenue Naples. The house is within easy walking distance of the Park Shore Area / US41 / Tamiami Trail restaurants and bars. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.

Naples Retreat: Heated Pool - Minutes to Beach
We know that you’ll love it here – whether you spend your time lounging by our pool, or at Naples’ world-renowned beautiful beaches. The home is only 10 minutes away from downtown Naples, which features some of the very best restaurants in Florida. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. As this is our own vacation home, we’ve made every effort to make it as comfortable and convenient as possible.

Location! Quality! Comfort! " The downtown Gem "
This Completely renovated gem offers a pleasant and cozy open floor plan with high-end beds and furniture, a private patio with a BBQ station, Screened lanai, and it's fully equipped with anything that you can think of. Within half a mile, you will be in the most fun Celebration Park or have breakfast on the water, Naples Botanical Gardens, and much more. You'll also appreciate the short drive to downtown Naples and the best Naples beach.

4BR Near Downtown Naples |Beach, Bikes, BBQ& Games
Relax in this spacious 4-bedroom Naples home minutes from the beach, 5th Ave shopping, and downtown dining. Ideal for families and groups, this 1,864 sq ft retreat offers king beds, bikes, beach gear for 8, outdoor games, BBQ, and two outdoor lounge areas everything needed for an easy Southwest Florida getaway. We have stellar reviews, come check us out & see for yourself. ⭐ Consistently 5-star rated | Superhost owned & operated

Designer Naples pool home, walkable to dining
Modern 3BR/2.5BA Naples pool home in Bayshore Arts District. Sleeps 6 comfortably (up to 8 with extras). King suite, queen room, queen bunks. Garage, boat parking, washer/dryer. Walk to Ankrolab Brewing, Celebration Park, restaurants. 4 mi to beaches & 5th Ave. Close to Paradise Coast Sports Complex, US Open Pickleball, Bayview Marina. High-speed WiFi, Smart TVs, fully equipped kitchen, beach gear, coolers, grill. Naples awaits.

Royal Palm House Tin City shops
Large house updated.. second floor unit with large back deck porch and garage with beach toys, other toys. close to the beach 2 blocks from 5th Ave. one mile from beach 3 blocks from Tin city shops and Naples bay. close to many restaurants on 5th Ave. to walk or bike to beach, right next to the new Marriott being built downtown in the center of downtown and large high-rises close to everything. no room for car in garage. roku

Sunside House, 3/2 Pool Home in Gated Community
Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.
Popular amenities for house rentals in Old Naples
House rentals with a pool

Coastal Naples Pool Retreat | Pet-Friendly | Tiki

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

Briarwood Paradise - The Briarwood Rental Company

Charming Waterfront Tropical Escape Near Downtown

Luxury Private Retreat with New Pool in Naples

Walk To Beach & Shops! New 4 Bdr Pool Heated

Private Heated Pool | Playset | Near the Beach!

Heaven on earth in the heart of Naples 30
Weekly house rentals

Charming Beach Cottage w/ Hot Tub-1 Mile to Gulf!

Edgy house with Heated Salt Water Pool

1 Bedroom/ Bayshore Art District

Charming Cottage - Bayshore Arts District

Beach, Sun and Fun! *Beach House * New Listing

Your Oasis in Naples! Saltwater Heated Pool!

Pink Palm Paradise-Pool/Hot Tub- Near to beach

*Summer Special* 2 Kings* Near Beach + 5th Ave
Private house rentals

Sea Grape Cottage close to everything in Naples!

733 Sunset Hideaway | Pool & Spa

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

Naples Oasis

Private Heated Pool• Outdoor TV• off season rates!

Sunshine days! Stunning pool home. Gated community

Pool Home Minutes to the Beach

Villa Anna Retreat with Pool
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $909 SGD | $854 SGD | $1,064 SGD | $597 SGD | $572 SGD | $602 SGD | $604 SGD | $546 SGD | $635 SGD | $661 SGD | $758 SGD | $809 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 $244 SGD per night before taxes and fees

Verified guest reviews
Over 580 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

5 Average rating
Old Naples stays are highly rated by guests – averaging 5 out of 5!
Destinations to explore
- Hotel rooms Old Naples
- Rentals with a washing machine and dryer Old Naples
- Beach house rentals Old Naples
- Rentals with pools Old Naples
- Fitness-friendly rentals Old Naples
- Rentals with a firepit Old Naples
- Rentals with an EV charger Old Naples
- Rentals with a hot tub Old Naples
- Family-friendly rentals Old Naples
- Rentals with outdoor seating Old Naples
- Apartment rentals Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- Waterfront rentals Old Naples
- Pet-friendly rentals Old Naples
- Rentals with beach access Old Naples
- Flat rentals Old Naples
- Rentals with a fireplace Old Naples
- House rentals Naples
- House rentals Collier County
- House rentals Florida
- House rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Tigertail Beach
- Bonita National Golf & Country Club
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Florida Gulf Coast University
- The Naples Pier
- Clam Pass Park
- Jetblue Park
- Big Cypress National Preserve
- Bunche Beach
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Coral Oaks Golf Course
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Barefoot Beach State Preserve
- Coconut Point
- Stonebridge Country Club
- Ave Maria University
- Sun Splash Family Waterpark
- Lovers Key State Park





