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Apartment vacation rentals in Old Naples

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Top-rated apartment rentals in Old Naples

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Rental unit in Old Naples

5 out of 5 average rating, 3 reviews

Romantic Condo Directly on Downtown 5th Ave

Top floor condominium in highly desirable Downtown Olde Naples! Located in the heart of 5th Ave South. Downstairs you'll find the best of Naples dining, shopping, luxury art galleries, boutiques, ice cream parlors and more! Enjoy a dip in the rooftop pool and spa just steps outside your door. Inside, the kitchen is fully stocked with everything you need to feel at home. Your master bedroom is outfitted with a King size bed. En suite bathroom also has a large walk-in tile shower, and skylight.

Rental unit in Fort Myers Beach

4.98 out of 5 average rating, 106 reviews

Island Oasis Steps From the Sugar Sand Beach

Important Note: This apartment had no damage from hurricanes in 2024. Everything is perfect here. Beaches are beautiful, pool is relaxing and welcoming. Thankfully the island restaurants and bars are also back up and going in fun island style! Beaches are beautiful and our brand new pool is complete and ready to enjoy. Be one of the first to enjoy this complete remodel renovation. No expense was spared here. Top quality memory foam mattresses with high end bed linens for a restful sleep. F

Rental unit in Naples

4.99 out of 5 average rating, 124 reviews

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Rental unit in Naples Park

4.95 out of 5 average rating, 130 reviews

#Blocks2Beach UPPER VILLA 1BR1BA Huge Close2 #RITZ

Spacious 2nd floor, newly renovated Villa with 1 bedroom & ensuite bath. Living room has a sleeper sofa to accommodate the additional guest. The luxury kitchen features all the necessities of home & dining table that seats 4. WFA in the Sunroom! Just stroll a few blocks down to Vanderbilt Beach with sunshine & beautiful sunsets. The Ritz Carlton Beach Resort is right around the corner as well! Rentals are close by for bikes, kayaks, SUP, jet skis, boating, tennis courts & activities galore!

Rental unit in Old Naples

5 out of 5 average rating, 4 reviews

Upstairs - 2 Blocks From Everything

This is one of five quaint rental opportunities on a magnificently rebuilt Old Naples Cottage Estate c.1910. Located two blocks from the Gulf of Mexico & Naples Pier and within walking distance of everything 5th Avenue and 3rd Street have to offer. The private entrance to the stairs brings you to a newly renovated, magical spot. Comfortable seating arrangement, full kitchen with marble counters forming a sitting bar, all new equipment, two king bedrooms, and a full bathroom off the kitchen.

Rental unit in East Naples

5 out of 5 average rating, 86 reviews

Artistic w Lush Surroundings Quiet Great Location!

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 easy steps) in Safe, Quiet area w parking right outside. Backyard is all yours & includes BBQ grill, table & chairs. Charmingly Furnished w Recliner, Heavenly King Bed, Convection/Microwave oven, Kitchen Aid stove top & Full Fridge. 83 Mbps at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private!

Rental unit in Old Naples

4.89 out of 5 average rating, 28 reviews

Beautifully Renovated Condo, Walk to Beach/3rd St

Take a break and unwind at this peaceful oasis. Embrace the laid back lifestyle of the beach when you stay at our downtown Naples condo! The 2-bedroom, 2-bath vacation rental provides updated finishes throughout and wonderful shared amenities. Spend your mornings on the beach, dolphin watching, or perusing the farmers market. Enjoy afternoons on the beach, swimming in the heated on-site pool, or shopping on 3rd St and 5th Ave. You'll love this Old Naples location, promising endless fun!

Rental unit in Naples Park

4.89 out of 5 average rating, 216 reviews

Private&Romantic. Walk to Beach; Unwind in Jacuzzi

Jacuzzi currently down. Pool available instead. Enjoy Beach Living at its Finest! The studio has its own private entrance and no shared spaces. Contemporary Furnishings, Jacuzzi, Private Fenced Backyard, Screened Lanai & Lush Landscaping! 20 minute Walk to Vanderbilt Beach, Wiggins Pass Park, Mercato Shops for World Class Shopping, Dining & Entertainment! This Private Studio has all the Comforts! Need extra space? Ask Host about other rentals in the area. Pets allowed - $100 pet fee.

Rental unit in Fort Myers Beach

4.9 out of 5 average rating, 150 reviews

Casa Bella B - 1 Bed/1 Bath - Steps To The Beach

Fort Myers Beach Short Term Rental #21-0112. Fresh, clean and cozy, this modern 1 bedroom, 1 bath condo/apartment is located directly across the street from the Gulf of Mexico and 7 miles of sugar sand beach. Occupying the ground floor of our four-unit building, the décor is contemporary beach casual and is perfect for 2 people. This popular ground floor unit features a primary bedroom with queen bed and new memory foam mattress and the bathroom has a combination tub/shower.

Rental unit in East Naples

5 out of 5 average rating, 4 reviews

Naples Palm Hideaway!

Peaceful One Bedroom Villa only 2.5 miles from the beach and 2 miles from beautiful 5th Ave in Naples! This Villa is perfect for those coming to Naples on Vacation, for work, or seasonally! It has everything you need to live comfortably for a short or long period of time including a large outdoor space with a firepit, outdoor furniture, and dining table! Enjoy everything Naples has to offer within a short drive! This unit is perfect for 1-2 guests.

Rental unit in Naples Park

4.87 out of 5 average rating, 132 reviews

559 Park Place | Hibiscus Villa - Minutes to Beach

Welcome! Enjoy to a beautiful modern villa, freshly updated with all of the comforts of home. Located in the heart of the Vanderbilt Beach area, just minutes to the beaches and the Mercato Shopping & Dining District. Shopping and grocery store are all within a few minutes away. We designed this space for our guests and their families to have everything they may need while on vacation.

Rental unit in Old Naples

5 out of 5 average rating, 14 reviews

Olde Naples 2BR - Near beach and 5th Ave

Welcome to Maison Du Soleil, a quiet 2 bedroom, 1 bath condo in the heart of downtown Naples. It's close to all that Naples has to offer: beaches, shopping, restaurants, golf, East Naples pickleball. The second-floor condo is light-filled and well-appointed. It comes fully stocked with everything you need to enjoy your stay, whether it's for a week or for the season.

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Popular amenities for Old Naples apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

Rental unit in South Naples

4.97 out of 5 average rating, 31 reviews

Luxury Golf Condo W/ Resort Pool and Amenities

Rental unit in Naples

5 out of 5 average rating, 10 reviews

Cozy and breathtaking lake views

Rental unit in Naples

4.96 out of 5 average rating, 57 reviews

Las Casitas in Naples#2

Rental unit in Naples Park

4.95 out of 5 average rating, 62 reviews

Close 2 Beach | Bikes & Kitchenette

Rental unit in South Naples

5 out of 5 average rating, 18 reviews

Luxury 3bd/2b condo at Lely Resort Golf and CC

Rental unit in Fort Myers Beach

4.96 out of 5 average rating, 23 reviews

Beach Life Apartment

Rental unit in Fort Myers Beach

5 out of 5 average rating, 16 reviews

Your Home at the Beach!

Rental unit in Naples Park

4.9 out of 5 average rating, 52 reviews

#Walk2Beach Palm Villa 2BR 9465 Mercato & Beaches

Private apartment rentals

Rental unit in South Naples

5 out of 5 average rating, 14 reviews

King Bed * New Ren * Lely Resort

Rental unit in Bonita Springs

4.97 out of 5 average rating, 96 reviews

Beach/Sunset Bay/Sunrise Relax/Island Living

Rental unit in Fort Myers

4.95 out of 5 average rating, 82 reviews

Villa San Carlos Park

Rental unit in Fort Myers Beach

4.82 out of 5 average rating, 28 reviews

Beachfront-Pool-Fort Myers Beach(our Pool is open)

Rental unit in Fort Myers

4.91 out of 5 average rating, 93 reviews

Villa Sosa

Rental unit in East Naples

5 out of 5 average rating, 6 reviews

Brand new unit! 2 miles to Beach

Rental unit in Fort Myers Beach

5 out of 5 average rating, 21 reviews

Lover's Key at Siesta Dreams

Rental unit in Bonita Springs

4.95 out of 5 average rating, 43 reviews

Heated Pool•7min->Beach•King•WD•SmartTV

Apartment rentals with a hot tub

Rental unit in Fort Myers Beach

5 out of 5 average rating, 14 reviews

Beach view Pool Home

Rental unit in South Naples

3.33 out of 5 average rating, 3 reviews

LELY , NAPLES FL, 2b 2ba ,RESORT POOL,ONSITE GOLF

Rental unit in South Naples

New place to stay

Green Links Retreat

Rental unit in East Naples

5 out of 5 average rating, 19 reviews

Oversized 3BRCondo Near 5th Avenue & Beach

Rental unit in Naples

4.9 out of 5 average rating, 69 reviews

Condo central Naples

Quick stats about apartment rentals in Old Naples

Total rentals
70 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
540 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
40 properties have a pool

Destinations to explore