
Vacation rentals in Old Naples
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Top-rated vacation rentals in Old Naples
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Modern & Chic 5th Ave Historic Naples
Highly desirable & exclusive condo directly on 5th Ave S in Olde Naples. Experience the night life and luxury Naples has to offer right just a few steps away. We're only 5 blocks from Naples famous white sand beaches. 5th Ave offers some of Naples most prestigious and high-end dining and shopping. From cafes, bistros, boutiques, ice cream parlors, designer jewelers, fine art, 5th Ave's modern and historic district has it all. Your condo is completely outfitted for a luxury and stress-free vacati

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.

FUN AT THE BEACH
2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier( to be rebuilt)and 3rd Ave Famous Dining and Shopping. Private entrance to unit with designated parking. The pool is outside your door for easy access. The unit provides a master suite with a king mattress and the extra room has 2 twins that can convert into a king. Please request upon booking. A laundry facility is located on the premises. Kitchenette provides cooktop and microwave/convection oven & a small refridgerator.

Downtown Condo at Naples Pier Beach
Come enjoy a restful beach escape at the Naples Mariner, formerly a beautiful Motel built in 1966! Relax while enjoying your fully renovated condo located 60 yards from the Olde Naples Fishing Pier beach and 1 block from the 3rd Street Shops/Restaurants. A quick drive, bike or walk 1 mile north will place you on 5th Avenue - an area of shops, restaurants, bars and a playhouse. The condo has one designated parking spot, wifi, washer/dryer on premises, heated pool, courtyard & more. 'Sea' Ya!

A Find! Just 3 blocks to the Gulf and Old Naples
387 is in a duplex- back unit offers off-street quiet and has everything you need for your home away from home: a king bedroom, a full bath, a dining area, a workspace, and a large living room. Beach equipment that other guests have suggested, including a small cart to walk it down to the Gulf or Norris Community Center - we hope the wagons last. Renovated in 2022 with new equipment- we kept the sweetness of the pink bathroom. Sidewalks and street lights all the way to Old Naples/Gulf.

Little Gem By the Beach and 5th w/Patio Old Naples
JUST A SHORT WALK TO THE BEACH AND 5th AVE, IN THE HEART OF OLD NAPLES, WITH A RARE, PRIVATE PATIO! Totally renovated in January 2023! A beautiful, one-bedroom, one-bath home, with only a 5-minute stroll to the beach and dining! Just outside the living room is a private, landscaped patio overlooking a pretty lake, which is an unusual and lovely feature of this home! Inside, you'll enjoy a fully-equipped kitchen with granite countertops, a comfortable king bed, and washer/dryer in the condo.

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!

NEW! ONE BLOCK to the Beach, Restaurants & Shops!
Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

Downtown Naples Beach Condo, Off of Famous 5th Ave
This peaceful Olde Naples condo is just half a block from dining and shops on famous Downtown 5th Ave and 4 blocks from Naples Beach. This first-floor end-unit condo is perfect for a beach getaway. This clean, modern unit has a pool just feet from the front door, a complete kitchen with updated appliances, a new washer and dryer, comfy furniture, beach chairs and umbrella, and high-speed internet. This property offers a perfect blend of relaxation and convenience to sleep up to 4 guests.

Amazing Old Naples Property!
Indulge in this beautifully appointed two-bedroom, two-bath retreat nestled in the heart of Old Naples. Soaring ceilings and an open-concept layout create an airy, welcoming ambiance, complemented by a sleek modern kitchen, in-unit laundry, and a private balcony perfect for al fresco dining or sunset cocktails. Retreat to plush hotel-quality linens and premium mattresses in the primary king suite and secondary full bedroom—each featuring an ensuite bathroom for privacy and convenience.

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

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 Old Naples vacation rentals
Stay near Old Naples's top sights
Other great vacation rentals in Old Naples

Upscale Naples Condo w/ Pool Access: Walk to Pier!

Waterfront condo in Naples 201A

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

Sea Grape Cottage close to everything in Naples!

Luxury Naples Condo | Downtown | Beach & 5th Ave

Olde Naples 2BR - Near beach and 5th Ave

Naples Haven – Walk to Beach & 5th Ave

Tropical Oasis: Naples Getaway
When is the best time to visit Old Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,670 GYD | G$66,023 GYD | G$61,831 GYD | G$62,460 GYD | G$52,400 GYD | G$44,016 GYD | G$44,435 GYD | G$42,548 GYD | G$43,806 GYD | G$51,142 GYD | G$60,574 GYD | G$62,879 GYD |
| 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 vacation rentals in Old Naples

Total vacation rentals
Explore 330 vacation rentals in Old Naples

Nightly prices starting at
Old Naples vacation rentals start at G$14,672 GYD per night before taxes and fees

Verified guest reviews
Over 5,210 verified reviews to help you choose

Family-friendly vacation rentals
230 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
260 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wi-Fi availability
330 of Old Naples vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace 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 a fire pit Old Naples
- Rentals with an EV charger Old Naples
- Pet-friendly rentals Old Naples
- Fitness-friendly rentals Old Naples
- House rentals Old Naples
- Rentals with a fireplace Old Naples
- Apartment rentals Old Naples
- Beach house rentals Old Naples
- Rentals with outdoor seating Old Naples
- Condo rentals Old Naples
- Family-friendly rentals Old Naples
- Rentals with beach access Old Naples
- Rentals with a hot tub Old Naples
- Hotel rooms Old Naples
- Waterfront rentals Old Naples
- Rentals with a patio Old Naples
- Serviced apartment rentals Old Naples
- Rentals with a washer and dryer Old Naples
- Rentals with pools Old Naples
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Clam Pass Park
- Florida Gulf Coast University
- Edison & Ford Winter Estates
- Stonebridge Country Club
- Bowman's Beach
- Delnor-Wiggins Pass State Park
- Del Tura Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Jetblue Park
- Big Cypress National Preserve
- Bunche Beach
- Talis Park Golf Club
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Hertz Arena
- Coconut Point
- Manatee Park
- Naples Botanical Gardens




