Holiday rentals in Naples Bay

Upstairs - 2 Blocks From Everything

This is one of five quaint rental opportunities on a magnificently restored 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.

Boaters Bayshore Bungalow w/HOT TUB view of water.

BRING YOUR BOAT! This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access. In the cool/hip Bayshore Arts district! Great restaurants, Naples Botanical Gardens, boating, 3 miles to DT Naples and 4 to the best beaches. This is a perfect family/friends vacation spot. We have all the gear to enjoy this location. Quiet neighborhood/newly renovated/great views. Coffee on the deck with sunrise in front of you or drinks at sunset. Serenity

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.

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).

DreamStay | Pool | Heated Spa | Golf | Top Area

Welcome to DreamStay Naples! Why should you book with us?👇 -Heated pool & spa -Private mini golf ⛳️ -Quiet, safe & central location -20 minutes to Naples Pier & beaches 🌅 -10 minutes to Paradise Coast Sports Complex (fields, gym & indoor waterpark) -Minutes to I-75, shops & dining -Sleeps 6 comfortably -Family & kids friendly -Fast WiFi & Smart TVs -Fully equipped kitchen -BBQ area with outdoor dining -RV & boat friendly parking -Washer & dryer on-site -Self check-in & hosts available 24/7

Royal Palm flat Bay side shoppes

Royal Palm flat first floor charming , updated , with large back porch and shared garage with beach toys, close to the beach 1 block from 5th Ave. one mile from beach 3 blocks from Naples bay. close to many restaurants and shops on 5th ave. The beach is at the end of 5th Ave. great walk down the heart of Naples down town and charming tin city shops and dinning. view 5th ave from rear porch. entire first floor. no room for car in garage, right next to the new Marriott being built very central.

Cozy and Stylish, 2 King, Close to Beach & 5th Ave

Nestled on a tranquil street in the heart of Naples, this newly renovated retreat offers the perfect mix of modern comfort and coastal charm. Step outside to a chic outdoor living area, perfect for enjoying your morning coffee or relaxing in the evening breeze. Just minutes from renowned 5th Avenue and pristine beaches, it's easy to enjoy the best of the area. Plus, we provide all the beach essentials — chairs, umbrellas, and towels — so you can fully relax and enjoy the sun-soaked paradise.

Rare Gem, Fast WiFi, 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. FAST WiFi at antique desk. SMALL quiet pets ok. Attached to owner's home but Studio is Completely Private! Only One Bed!

Your Perfect Naples Getaway

Unbeatable location near Downtown Naples, 5th Ave, Tin City, and just a short bike ride to Naples Pier and Baker Park! This newly renovated 1-bedroom, 1-bath unit with a Queen pull-out couch combines comfort and convenience in a private duplex. Relax on the screened porch, enjoy lush tropical surroundings, and grill on the paver patio. Complete with a private washer/dryer, it's perfect for couples or groups—each unit sleeps 4. Stay close to world-class golf, dining, shopping, and more!

Luxury Pool Retreat • Minutes to Beaches & 5th Ave

Your private Naples escape- relax by the heated saltwater pool and unwind under the covered lanai, just minutes from the beach and 5th Ave. Perfect for beach days, golf getaways, sunset beach walks, and easy evenings out, with peaceful indoor-outdoor living throughout. What you’ll love: • Private heated saltwater pool • Covered lanai & outdoor dining • Fire pit, BBQ & outdoor shower • Minutes to beaches & 5th Ave • Walk to coffee & restaurants • Quiet, relaxing neighborhood

Naples Luxurious Resort Retreat with Lazy River

Naples Tyme Retreat is an elegant, newly renovated, 2-bedroom, 2-bath condo that sleeps 6. Enjoy luxurious resort amenities, including 5 pools, a spa, gym, tennis, and world-class dining (see below for resort fees). Just steps from vibrant 5th Avenue and Naples' stunning beaches, this serene retreat offers a private lanai, modern kitchen, and sophisticated decor. Perfect for families or mature travelers seeking a blend of relaxation and upscale living.

3 Bedroom Waterfront Getaway in Downtown Naples!

Your family will be close to everything when you stay at this centrally-located condo in Downtown Naples! Enjoy your morning Coffee out on your private deck overlooking the canal that takes your directly out to Naples Bay & the Gulf! Space to dock your boat as well. This 3 bedroom/3bathroom condo will transform your stay into a peaceful retreat, conveniently only minutes from 5th Avenue, the beach, & restaurants! What more can you ask for?!