
Pet-friendly holiday rentals in Old Naples
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Top-rated pet-friendly home rentals in Old Naples
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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).

Naples Cottage for two- your own private home
Welcome to your own, private waterfront home close to restaurants, coffee shops, parks and Naples beaches! This perfect tropical cottage for two comes with a stunning view of a natural lagoon. Fish and kayak right from the back yard! Two Kayaks & bikes provided! Lush, tropical setting. Relax on the back porch where there's always a breeze! Bike over to the Botanical Gardens, Pickle Ball courts or shops near by! Short drive to famous 5th Ave & Naples beaches! Lots of fun things to do near you!

577 SunnyDaze | Private Heated Pool | Walk 2 Beach
Welcome to 577 Sunny Daze! Located just 4 blocks from the gorgeous, white sands of Vanderbilt Beach, this heated pool home blends easy beach living w/ inviting coastal comfort throughout. Step outside to your private, lush tropical backyard, where the heated pool, tropical palms, & lush greenery create a peaceful oasis - perfect for morning coffee, afternoon swims, or evenings under the stars! If you've come to soak up the warm Florida sunshine, Sunny Daze is the perfect place to vacation!

Aesthetic Lush Landscape, 3 Min to Town, King Bed
For Guests Who Love Privacy! Sunny Studio where Art is highlighted. French Doors to Lg Screened Porch for Outside Dining/Working. Peaceful. Stilt home (8 steps) in Safe, Quiet area w parking right outside. Backyard is yours w BBQ grill, table & chairs. Charmingly Furnished w Recliner, Heavenly King Bed, Convection/Microwave oven, Kitchen Aid stove top & Full Fridge. 624/34 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

13 Downtown Near Beach Free Heated Pool and Spa
WELCOME PICKBALLERS! We are close to Naples Community Park and downtown Naples and beaches, perfect location! Come to Naples for your vacation this year! Prices slashed 50% off for off season! Military discounts, first responder discounts. Great location! Just minutes to shopping and restaurants of Naples famed Fifth Avenue. We have screened in lanai, very secluded and private. Huge living room and master en-suite. Multiple units available upon request to suit large groups.

Beaches & 5th Ave 2.5 miles away!
Bring your family and friends to our Southwest Florida paradise! This stylish space is the newest addition to our profile. Located in Naples Florida and within a 7 min drive to 5th Ave shops, restaurants, and beaches. Enjoy a 10 min walk to Celebration Park and local restaurants. Guests can enjoy this newly remodeled condo that has everything you will need for your Naples getaway. **If you have a larger party, inquire and view our profile about the 3 other condos on this property.

#Closest2Beach - 3BD/3BA Oasis by RITZ BEACH GOLF
CLOSEST RENTAL HOME TO BEACH in Naples Park. Sleeps 6 with possibility of up to 10 by adding the additional Private Suites if available. Great Home for Large Family Vacations located near Ritz Carlton Beach Resort in Naples. Short Stroll to soft white sands at Vanderbilt Beach-Restaurants-Shops-Boats! See other listings for options: #Closest2Beach - 4BR/4BA Lux by RITZ- BEACH & GOLF #Closest2Beach - 4BR/4BA Cabana by RITZ BEACH GOLF #Closest2Beach - Huge 5BR/5.5BA by Ritz & Beach

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.

Coral Cottage Retreat
A quintessential 2-bedroom / 2-bath beach cottage experience in fantastic central Naples! Just 12 minutes to all the trendy Mercado shops and restaurants in N. Naples, or just 8 minutes to all the luxury offerings of Old Naples’ 5th Avenue! Want to walk or bike to some great local spots?...We provide some of our favorite recommendations on your guest welcome guide! Also, take one of the complementary bicycles to the ocean, just a 9-minute ride to the Beach!

Private Heated Pool | Playset | Near the Beach!
Just minutes from the beach, Flamingo Feliz is a cheerful 3-bedroom getaway with a brand-new pool, cozy tiki lounge, and family-friendly extras. Enjoy smart TVs in every room, a fully stocked kitchen, beach gear, bikes, and plenty of space to relax. The heated pool (heating avail. Oct–May) and outdoor living areas make it perfect for a sunny Florida escape. Located near 5th Ave dining, shops, and Naples' best beaches—everything you need for a laid-back vacation!

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

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
Popular amenities for Old Naples pet-friendly home rentals
Pet-friendly house rentals

Woodridge: Work Friendly, Pool, Near Beach

Charming Waterfront Tropical Escape Near Downtown

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Walk To Beach & Shops! New 4 Bdr Pool Heated

Sun-Kissed Getaway: Modern 2BR Condo Near Beach

Heaven on earth in the heart of Naples 30

Chic Bayshore Stay - Close to the Beach

Beachside Haven | Family 3BR Near Vanderbilt Beach
Pet-friendly home rentals with a pool

Ole Lely Luxury | Lanai | 3BR+Office

Sun-kissed Naples Paradise

Last Minute Deals! Walk to beach! Jacuzzi & Pool

Sugar Beach Bungalow With a Pool!

Private Heated Pool• Outdoor TV & Gated in Naples

Resort Lifestyle Condo near Beach

Pool Home Minutes to the Beach

Casa Blanca Gated Villa Heated Pool & Spa Near 5th
Private, pet-friendly home rentals

Private Palm Oasis - Close to Beach

Naples Dream Getaway w/ a view !

Beachy Escape: 2BR/2BA w./ Pool, Gym, and Theater

Downtown Naples Oasis – 5 Mins to the Beach!

1952 Old Florida Cottage Between Downtown & Beach

* Welcome to Relaxa *

Entire Home w/ Private Heated Pool Sleeps up to 8

Nestled in Naples | Lely Resort w/ Players Club
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $254 SGD | $336 SGD | $340 SGD | $371 SGD | $241 SGD | $236 SGD | $250 SGD | $282 SGD | $268 SGD | $264 SGD | $355 SGD | $340 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 holiday rentals that are pet-friendly in Old Naples

Total holiday rentals
Explore 90 holiday rentals in Old Naples

Nightly prices starting at
Old Naples holiday rentals start at $192 SGD per night before taxes and fees

Verified guest reviews
Over 340 verified reviews to help you choose

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

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
90 of Old Naples holiday rentals include wifi access

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

4.8 Average rating
Old Naples stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Family-friendly rentals Old Naples
- House rentals Old Naples
- Rentals with an EV charger Old Naples
- Rentals with beach access Old Naples
- Waterfront rentals Old Naples
- Rentals with a fireplace Old Naples
- Rentals with a washing machine and dryer Old Naples
- Rentals with pools Old Naples
- Rentals with a firepit Old Naples
- Beach house rentals Old Naples
- Flat rentals Old Naples
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- Rentals with outdoor seating Old Naples
- Fitness-friendly rentals Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- Rentals with a hot tub Old Naples
- Hotel rooms Old Naples
- Pet-friendly rentals Naples
- Pet-friendly rentals Collier County
- Pet-friendly rentals Florida
- Pet-friendly rentals United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Clam Pass Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Stonebridge Country Club
- Del Tura Golf & Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bunche Beach
- Bowman's Beach
- Big Cypress National Preserve
- Coral Oaks Golf Course
- Sun Splash Family Waterpark
- Manatee Park
- The Naples Pier
- Naples Botanical Gardens
- Coconut Point




