Holiday rentals in Naples Bay

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

The Paradise

Welcome to The Paradise !! We are Joe and Emma , your friendly and attentive hosts . Our home offers a warm, safe, and relaxing atmosphere — perfect for couples, families, or anyone looking to unwind and enjoy a calm getaway. You will find everything you need for a pleasant and refreshing stay, surrounded by tranquility and good energy. We speak English, Spanish, French and Russian , and we are always happy to help. “The Paradise” is the perfect place to enjoy the best of Naples. Thank you !

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.

LUXE Oasis | 10 min Beach+5th Ave• HTD Pool • Crib

Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – Relax in our fully screened lanai featuring: • Heated private pool • Luxury chaise loungers • Outdoor TV • Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

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).

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.

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!

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.

Newly Restored Old Naples Estate - Best Location!

Main House is one of five quaint rental opportunities on a magnificently rebuilt Old Naples Cottage Estate, built c.1910. It is two blocks from the Gulf and two minutes walking distance from everything 5th Avenue and 3rd Street have to offer. Two beautiful bedrooms, each with its own bathroom. Large living room, fully equipped eat-in kitchen, laundry, deck, patio, and game room with a mini ping pong table. Upstairs is a standalone or can be rented, accommodating eight combined.

Cozy Guest Suite Close to Downtown

Welcome to our brand-new duplex with a private entrance. This modern 1-bedroom, 1-bathroom unit is ideal for a beach getaway or city exploration, as it's conveniently located just 1.7 miles from both the beach and downtown. The duplex has been thoughtfully designed for your comfort and style. With neutral colors and elegant decor, it offers a serene and inviting atmosphere without laundry facilities and all essentials provided for an unforgettable stay.

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?!