
Places to stay near Boca Grande Key
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Top-rated vacation rentals near Boca Grande Key
Guests agree: these stays are highly rated for location, cleanliness, and more.

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
Historic Harrison's Hideaway is in an 1880's Cigar Maker's cottage renovated in 2010. It features a K size Pottery Barn memory foam bed, custom made full sleeper sofa, renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, microwave, air fryer/oven tumbled marble 2 person shower, private front deck with seating for 4, 2 person Solana spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.

Stay on Roxie - free transport & snacks, BYOB.
Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

Gorgeous Ocean View in Paradise, Close to Key West
This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the ocean and mangroves from your private balcony. Enjoy your privacy as you start your day, then venture out to explore all that Key West has to offer: water sports, quaint shops, delicious food, history all around you, and so much more! On property features: Pool, Hot Tub, Yellowfin Bar & Kitchen and Parking. Beach supplies included: Coolers, Snorkel Gear and Beach Towels.

A Great Escape! Private 2 Bed Rm Beautiful Marina
Our Marina has a pool and a small private beach overlooking the beautiful Keys water! More affordable than most places in Key West while able to reconnect with nature at this private getaway on the Great Escape. As you approach the boat, you feel your dream vacation has come true . One of a lifetime. Staying on a beautiful sportfisher yacht, laying in the waters of the calm keys and in the most beautiful peaceful marina, will definitely set you free from all your worries and stress.

Penthouse in Paradise
Coconut Mallory is a waterfront private community that provides resort amenities. Hop in one of the two on-site pools to cool down after soaking up the sun at Smathers Beach, Key West's largest public beach just 2 miles away. There is also a Jacuzzi and a picnic area with BBQs for guest use. This unit is a two bedroom two bath. It also features two off street parking spaces included. *The Master Tub is not to be used per the community as leaks have occurred in other units before.

Waterfront Dock Pool Condo Near Duval St Pet OK
Bring friends and family to this spacious 1,350 sq ft waterfront corner condo in historic downtown Key West. Enjoy a full kitchen, open living space, and a private balcony with marina and pool views. Dockage available with a fish cleaning station and commercial ice maker, perfect for boating and fishing. Located about 1 mile from Duval Street, the Historic Seaport, and Hemingway House. Amenities include a heated pool, tiki area, BBQ grills, parking, elevator, and secure entry.

Near Duval: Hot Tub, Sleeps 6, Top Location
Just 30 seconds from vibrant Duval Street, this iconic conch home is your perfect Key West escape! With two bedrooms, one bathroom, a full kitchen, and private outdoor perks—like a hot tub, second-story sundeck, and outdoor shower—you’ll have everything you need to relax in paradise. Ideal for up to 6 guests, it’s a tropical haven steps from world-class dining, shopping, and beaches. Book now and soak up the island life! Don’t forget to click the ♥ to save it for later.

Studio Blu -Hip Studio/Old Town
*Recent Update (2025): We’ve made a wonderful upgrade to the studio bathroom — it’s now fully enclosed with walls extending to the ceiling and a new exhaust fan for ventilation. Situated in the heart of the Cuban district, just steps from arguably the best café con leche in Key West, this bright and breezy studio apartment is minutes from everything on the island. No car needed — bikes and beach chairs are provided free of charge so you can explore at your own pace.

Tropical Heron Hideaway w/ Hot Tub + Pool
Welcome to our charming 1932 Key West retreat in the peaceful Meadows neighborhood. This unique getaway features a private porch, a private hot tub, access to a shared pool and BBQ grill, and all the comforts of home. Blending historic island charm with modern amenities, it’s just minutes from Duval Street, the Historic Seaport, beaches, restaurants, and local attractions—the perfect place to relax and experience authentic Key West.

KW Luxury 2/2 Beachfront resort Tropical Oasis
1357 s f Lux beachfront resort condo w/ all the amenities - beachfront huge heated pool, 3 lighted tennis courts, 20 man hot tub, tropical gardens, beach, saunas, Gym, BBQ Grills everything to make your vacation spectacular! You must be at least 25 years old to rent this property. This is a no animal rental due to extreme allergies of the owner. 16% mgmt fee is Abnb fee.

Tiki Suites ~ Original Tiki ~ Floating Bungalows
Stay on the water in this one-of-a-kind Tiki Suite in Key West. This private floating bungalow blends boat life with comfort, featuring a custom bed, panoramic views, and direct access to the ocean. Swim, paddle, or relax in a hammock surrounded by nature. A peaceful, off-grid glamping experience you won’t find anywhere else. Accessible by boat only.

Anchor Drop modern elegance upgrades throughout vi
Anchor Drop has been beautifully renovated with high-end furnishings. The condo features an open floor plan, spacious bedrooms, and two full bathrooms, including one with a walk-in shower and dual sinks for added convenience.
Popular amenities for vacation rentals near Boca Grande Key
Condo rentals with wifi

Condo de Paradise/Salt Water Pool/Boat Dock

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

Tropical Escape at Sunrise

Affordable Beachfront Luxury Condo Sleeps 6

EYW Getaway

Key Wes't Best- Upgraded condo 5 mins to Smathers

Fully renovated 2/2 bath condo w/ shared pool!

Sea Breeze - One Block from Duval Street
Family-friendly house rentals

Pool Access + Local Art • Walk to Southernmost

KW CanalFront 3BR: Htd Pool, Boat Tie-Up, Pet OK

Oceanside home 111, dock,kayaks,bikes,pool,fishing

Gorgeous Romantic Private Villa, Steps from Duval!

White House - Receive $400 towards a Boat Rental!

Paradise found

Funky Chicken Cottage with Shared Pool in Paradise

Palm Breezes! Room for Everyone on the Ocean.
Apartment rentals with air conditioning

Castaway Cove: Pet-friendly 2/2 condo near beach!

Key West Beachside 1400sf, 2 Bedroom Condo

#203 Key West Suites

Duval Balcony - Street Suite

Duval Corner - Pet friendly with Balcony

Duval Street Suites full kitchen and heated pool

Newly Renovated 2/2 Bath Condo, with shared pool

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
Other great vacation rentals near Boca Grande Key

*August/September specials* off Grid Boat Key West

Sentient Waters: 63’ Boat, Free Snorkel Gear, etc.

Cozy Tiny Houseboat: Find Your Peace and Balance

Waterfront Boat Stay + Resort Amenities

3BR In Resort Village, Pools, Free Kayak & Shuttle

Houseboat in Key West

Strictly Pleasure | Unique Yacht Stay in the Keys

Love Shack: 2BR Houseboat w/ Decks & Views





