Holiday homes in Old Naples

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Top-rated holiday homes in Old Naples

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Guest favourite

Condo in Naples

4.95 out of 5 average rating, 283 reviews

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

27 June – 4 July

$2,680 AUD total

Superhost

Condo in Naples

5.0 out of 5 average rating, 4 reviews

Perfectly-Located Studio at Naples Beach & Town!

**NEW LISTING: Newly renovated & re-opened Dec 2023** Experience the best of downtown Old Naples from the comfort of this beautifully renovated studio condo! Located just steps from the beach and 3rd Street, this vacation rental is the ideal home base for your Naples retreat. Swim in the heated community pool. Check out a local boutique or head to a nearby golf course. Finish your day with a tasty meal at a top-notch restaurant on 3rd St or 5th Ave just a short walk away. Soak up the sun!

1 – 8 Aug

$4,643 AUD total

Guest favourite

Condo in Naples

5.0 out of 5 average rating, 69 reviews

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.

17 – 24 Apr

$4,377 AUD total

Guest favourite

Condo in Vanderbilt Beach

4.96 out of 5 average rating, 139 reviews

Your Beach Hideaway

Welcome to Your Beach Hideaway! A short 3 minute walk to beautiful Vanderbilt Beach in North Naples, Fl. Light and Airy 1 bedroom condo with Wi-Fi, cable and a pullout sofa in living room. Less than a mile to shopping, restaurants, bicycle rentals, fitness center and Paragon Pavilion movie theaters. 1.2 miles to Whole Foods and Mercato also with restaurants, shopping and Silver Spot theater. Everything you need is provided all the way to Beach chairs, umbrella and a blender for Daiquiris!

14 – 21 Dec

$3,539 AUD total

Guest favourite

Condo in Naples

5.0 out of 5 average rating, 29 reviews

Downtown Naples Condo, Next to 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 3 guests.

8 – 15 July

$2,818 AUD total

Guest favourite

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A renovated 2 bedroom, 2 bath with washer and dryer. This modern top floor unit with elevator gives you a breath-taking view over this beautiful resort which offers heated pool, tennis, pickleball, poolside ocean to table restaurant Hogfish Harry's. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

17 – 24 Dec

$4,555 AUD total

Superhost

Condo in Naples

4.92 out of 5 average rating, 52 reviews

3 Pools, lazy river, walk to 5th ave restaurants!

Welcome to Naples finest gated 4 downtown resort, rewarding guests with a measure of privacy and serenity at Naples Bay Resort. Naples Bay Resort features an amenity rich environment with marina, waterfront dining and shopping, Euro-style spa, an expansive activity center, three crystal-blue resort pools, multiple hot tubs, meandering lazy river, and a complete fitness center. Walk to downtown 5th ave or complimentary shuttle to beaches and downtown direct to your front door.

13 – 20 Oct

$3,752 AUD total

Guest favourite

Condo in Naples

4.97 out of 5 average rating, 60 reviews

Gulfside Sleeper in the ❤ of Historic Old Naples

Bright, clean 2nd floor studio is ideal for 1 or 2 travellers. Minimalist design with an emphasis on comfort and relaxation is perfect for executive business travellers or sun seeking beachgoers. No car necessary. The small space is hard flooring of wood and tile. There is an open closet with hanging rod. The shower access is a bit tight, and may not be suitable for big and tall or plus sized individuals. The westward view from the window is one block from the beach sunsets.

19 – 26 July

$1,995 AUD total

Guest favourite

Condo in Naples

4.91 out of 5 average rating, 108 reviews

Beautiful Pool 5m to the Beach Downtown & Shopping

**Condo - Naples Modern Retreat** Welcome to Naples Modern Retreat, a fully renovated 2 bedroom, 2 bathroom condo nestled in a Tennis Resort in the heart of Naples, Florida. 6 miles to downtown and the beaches. This property offers a harmonious blend of scenic views including beach, canal, garden, lake, marina, ocean, pool, and resort vistas, ensuring a stay full of breathtaking beauty and modern luxury. ** Popular Amenities ** 2 bicycles, 5 beach chairs and umbrella

22 – 29 May

$2,652 AUD total

Guest favourite

Condo in Naples

4.94 out of 5 average rating, 96 reviews

Sea Shell Villa 1

Your will be close to everything when you stay at this centrally-located villa. Our villa is fully upgraded. Has a full kitchen, 1 bedroom with a queen bed and laundry room with a full size washer and dryer. There is a great variety of restaurants and shopping just minutes away. In just 15 minutes you can be at the famous Naples pier for a fun day at the beach. We also have Marco Island, which is one of the top beaches in the world, just 20 minutes away.

17 – 24 Sept

$1,533 AUD total

Superhost

Condo in Naples

4.85 out of 5 average rating, 156 reviews

Ground Floor, A+ Location Club Membership Included

Lakeside, ground floor condo, located in the prestigious World Tennis Club, with 50 acres devoted solely to beautiful landscaping and lakes. Great location in Naples with box stores, dining, Publix, CVS and Walgreens etc very close. Four miles to the beautiful Naples beach which extends for many miles. Membership is included, giving access to the larger swimming pool, hot tub, 16 tennis courts, gym, seasonal cafe, pro-shop tennis match making, etc.

13 – 20 Oct

$1,440 AUD total

Guest favourite

Condo in Fort Myers Beach

4.96 out of 5 average rating, 157 reviews

CASA BELLA C - 1 Bed/1Bath - Steps To The Beach

Fort Myers Beach Short Term Rental # 21-0113. Fresh, clean and cozy, this updated 1 bedroom 1 bath condo is located across the street from the Gulf Of Mexico and 7 miles of sugar sand beach. Located on the second floor, Casa Bella C was unaffected by Hurricane Ian. Our building and property, however, did undergo some trauma. We have worked diligently to restore our building and we feel in many ways it's better than before the storm.

31 Oct – 7 Nov

$2,593 AUD total