
Holiday rentals in Naples Bay
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Top-rated holiday rentals in Naples Bay
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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

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.

Sandy Cove Cottage/Sandy Cove Villa near the beach
Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

Renovated Studio Steps to Naples Beach & Downtown!
Your next Sunshine State retreat begins at this beautiful Naples studio condo! Cross the street to the sunny beaches of the Gulf of Mexico, take a short stroll to the famous Naples Fishing Pier, or walk a block to Third Street South - Naples' destination venue for fine dining, casual eateries, boutiques, and galleries. After a day in the sun, relax in your second-story home-away-from-home featuring a flat-screen cable TV, free WiFi, all new furnishings, and a remodeled kitchen and bathroom.

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!

Naples Retreat with Pool Near Beaches and 5th Ave
Modern 3BR/2.5BA Naples pool home, sleeps 8. Perfect for families, sports tournaments, boaters, golfers. King suite, queen room, queen bunks, plus air mattresses. Garage, boat parking, washer/dryer. Walk to restaurants, coffee shops, Ankrolab Brewing, Naples Botanical Gardens. Close to Paradise Coast Sports Complex, Bayview Marina, downtown Naples, beaches. Naples Zoo 4 miles. High-speed WiFi, Smart TVs. Fully equipped kitchen, beach gear, coolers and grill. Your Naples adventure awaits.

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.

Villa Driftwood by Downtown & Beach
Welcome to your perfect Naples getaway! This beautifully renovated 2-bedroom, 2-bathroom townhouse blends modern comfort with laid-back Florida vibes. Located just 2.5 miles from shops & restaurants on 5th Ave. and less than 4 miles from Naples Beach—you’re in the heart of everything. Spend your days sunbathing, paddle boarding, or exploring nearby trails. In the evening, take a quick bike ride down to Celebration Park, where food trucks, live music, and waterfront drinks await.

The Modern Botanical – Pickleball & Gardens
Welcome to our luxurious 2BR, 2BA duplex in the enchanting city of Naples, Florida. Our Airbnb is the closest accommodation to both Naples Botanical Garden and East Naples Community Park, just a short 2-minute walk to each. High-end interior design meets a modern botanical theme. Each bedroom offers a king-size beds. We provide a complimentary selection of various teas. For coffee, our Nespresso machine, including double espresso, dark roast, half-caffeine, and decaf options.

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

Charming Keys Style house
Unique Key West Style Villa on a friendly private Pave stone street. You will have the entire second floor which consist of an open kitchen/living area plus two bedrooms and two bathrooms. There is a private front porch and a shared rear patio with grill . Queen bed master all quality mattress, all items are new sofa bed also. 3 blocks from 5th Ave Shopping. just over one mile to beach with many beach toys in garage.
Popular amenities for Naples Bay holiday rentals
Other great holiday rentals in Naples Bay

Cozy Apt Bayshore Arts District

Studio in artist home close to downtown and beach

Luxury condo. 300 steps to beach & Naples Pier.

Prime Location & Screened Patio

Olde Naples 5th Ave S Penthouse

Waterfront Home, 3-Blocks to Beach, Pool & Dock

Tropical Paradise Naples w/ heated pool and spa

Modern Private Stay w/ Yard • 10 Min to 5th Ave
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Marco Island Public Beach Access
- Clam Pass Park
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Edison & Ford Winter Estates
- Bunche Beach
- Del Tura Golf & Country Club
- Talis Park Golf Club
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Manatee Park
- Big Cypress National Preserve
- Florida Gulf Coast University
- Jetblue Park
- Sun Splash Family Waterpark
- Bonita Beach Dog Park
- Bowman's Beach
- The Naples Pier
- Coral Oaks Golf Course




