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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 East Naples

5 out of 5 average rating, 65 reviews

Cozy 1 Bedroom Villa - Beautiful Naples, Florida!

Perfect 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 200 sq foot private front porch. Enjoy everything Naples has to offer within a short drive! This unit is perfect for 1-2 guests. It can fit up to 3 with a pullout couch in the living room.

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 1 bedroom, 1 bath condo is located directly across the street from the Gulf Of Mexico and 7 miles of sugar sand beach. Public beach access is a 3-minute walk south on Dakota Ave. Located mid-island Casa Bella B is close to all amenities including a grocery store and restaurants. The popular Island Trolly services the length of the island from Times Square to Lover's Key State Park.

Rental unit in Bonita Springs

4.91 out of 5 average rating, 106 reviews

Fresh Entire Unit Kit W/D Upstairs 3Mi. to Beach

3 mi to Barefoot Beach. Whole second floor to yourself. The staircase is for your unit. Both bedrooms have a private bath. Both baths, kitchen & flooring is also new. Very close to several restaurants, 2 mi from 75, 10 mi to Naples 5th Ave. 13 Scenic Mi to Times Square on Fort Myers Beach. 6 Mi. to Lovers Key. The unit is cooled by three window units. If this listing doesn't fit your needs, ask us for a link to all of our listings.

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.

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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 Fort Myers Beach

5 out of 5 average rating, 13 reviews

Beach Sweet @ Casa Corine FMB#23-0068

Rental unit in Vanderbilt Beach

4.88 out of 5 average rating, 51 reviews

300 steps to the Gulf of Mexico and fabulous beach

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 Naples Park

4.95 out of 5 average rating, 60 reviews

Close 2 Beach | Bikes & Kitchenette

Rental unit in South Naples

5 out of 5 average rating, 14 reviews

King Bed * New Ren * Lely Resort

Rental unit in Fort Myers

4.95 out of 5 average rating, 80 reviews

Villa San Carlos Park

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 Park Shore

4.84 out of 5 average rating, 67 reviews

Two Double Beds at Inn of Naples

Rental unit in Fort Myers Beach

4.96 out of 5 average rating, 23 reviews

Beach Life Apartment

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 Beach

5 out of 5 average rating, 20 reviews

Lover's Key at Siesta Dreams

Rental unit in Fort Myers

4.91 out of 5 average rating, 93 reviews

Sosa Villa

Rental unit in Fort Myers

4.9 out of 5 average rating, 10 reviews

2BR Vacation Condo Near Ft Myers Beach & Sanibel

Rental unit in Naples

4.94 out of 5 average rating, 18 reviews

Pine ridge rear guest house upstairs

Rental unit in Naples Park

4.91 out of 5 average rating, 22 reviews

Guest Suite 1.8 miles to the beach in Naples Park

Apartment rentals with a hot tub

Rental unit in Fort Myers Beach

5 out of 5 average rating, 13 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 Fort Myers

4.89 out of 5 average rating, 9 reviews

The Beach is Calling

Rental unit in Fort Myers

4.89 out of 5 average rating, 9 reviews

Serene Condo at Beachwalk

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

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