
Alojamientos para vacaciones en casas en Sugarloaf Key
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Casas con las mejores calificaciones en Sugarloaf Key
Los huéspedes están de acuerdo: estas casas tienen excelentes calificaciones por su ubicación y limpieza, entre otros aspectos.

SEPT/OCT. Save$Oceanfront 4 BIKE/2 Kayak KING Bed
*PERFECT LOCATION! * 35' Seawall *AWESOME 2 bedroom 2 full bath waterfront stilted house in Cudjoe Key. At MM# 23 only 25min to Key West. In a gated community of Venture Out Resort. *Sleeps 6 *55" TV *A/C *Fully equipped kitchen *Includes grill, 4 Bikes & 2 two-person Kayaks *PLUS: Pool, HotTub, Marina, Boat Ramp, Store, Playground, Game Room, Tennis, Library. Too much to list! WE WILL NEED YOUR EMAIL WHEN YOU CONFIRM THE BOOKING IN ORDER TO SEND YOU THE REGISTRATION FORMS AND THE RULE PACKET.
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Oceanfront Cottage with Open Water Views
Oceanview Serenity provides stunning open water views, and a 60 foot seawall for your boat. Comes with paddle board, kayaks, and more. Newly renovated 2BR cottage sleeps MAXIMUM OF FOUR (4) GUESTS, with a King in the Master BR and one Queen size bed Guest BR (both with new JW Marriott mattresses for comfort). All new appliances! Enjoy resort amenities like a pool, hot tub, tennis, and marina store. Just 30 minutes from Key West. One-time $125 RESORT FEE DUE AT CHECK-IN (PER STAY, NOT PER PERSON
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Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.
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Starlight Serenity - Hideaway with Stunning Views
Escape to paradise at this serene 1-bedroom, 1-bath home in beautiful Sugarloaf Key sleeping up to four guests. Enjoy breathtaking views from the expansive wrap-around balcony, perfect for sunrise coffee or sunset cocktails. The spacious outdoor area is ideal for dining, lounging, and soaking in the tropical ambiance. Whether you're relaxing indoors or savoring the outdoors, this home offers the perfect blend of comfort and tranquility. Book your next getaway for 3 nights or more!
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Waterfront Sanctuary in the Keys!
Your WATERFRONT Keys getaway!! Updated appliances & fixtures, this 2BR/2BA elevated property won’t disappoint! Fully stocked kitchen/bathrooms. Never ending activities for your group at the Venture Out Resort- a gated community with oversized pool, hot tub, pickle ball/tennis/basketball courts, fishing, lobstering, biking, kayaking, boating! Launch your boat from the private ramp and tie it up on our 35’ seawall! Situated between Key West & Marathon, this property is THE PLACE!
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Spanish Queen @Venture Out
Experience the beautiful Florida Keys and stay at the popular Venture Out Private Community at Cudjoe Key. Newly furnished two-bedroom, 2 bath stilt home checks all the boxes for the ultimate Florida Keys Vacation. Sun- filled open floor plan allows family to spend the their precious time together cooking and entertaining. Two-2 person kayaks and 4 bikes included *** Please note that guests must pay a resort entry fee of $125 directly to security upon entry into the park***
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Cudjoe Key Home with a View
We are so excited to share our little piece of paradise with you! Our unit is located a short walk away from all the amenities the Venture Out community has to offer such as a pool, hot tub, lagoon, bocce ball, tennis courts, playground and boat marina. On the property we have a 2-person hybrid kayak for your enjoyment. We also provide table games (we love a game night) as well as the equipment to play bocce ball and darts which can be played in the recreation center.
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Palm Breezes! Room for Everyone on the Ocean.
This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1.. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Grill, Jacuzzi. Full WiFi. TVs in every bedroom! Travel down our private dock way to the beautiful Cudjoe Bay, hop one of the many kayaks and take a healthy paddle with your friends/family or just enjoy the breathtaking ocean view while you sit on the porch.
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Waterfront Haven House with Boat Basin & Ramp!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin and ramp for your boat. The property lot is almost an acre with another rental home and still very spacious (search for Anchor House to reserve both homes if available). Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the point and enjoy the underwater scenery!
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*Emerald Seas*-Florida Keys Ocean Front Paradise!
Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.
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70ft Dock, Bikes, Beach, Spacious, VACA23-16
Enjoy the boutique decor of our large, spacious home. Our place is a short distance from Sombrero Beach, with bicycles available to ride there. Our property is on a wide and deep canal, with both ocean and gulf access. Our dock is 70 ft, so ideal place for large boats, or you can even bring 2 boats. Free parking, with space to park boat trailer. We include free passes to the Sea Turtle Hospital to guests.
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The Guest House - Sugarloaf Beach Key West
If you’re reading this, you’re already on the path to paradise! Thank you for considering us for your dream vacation—we can’t wait to host you. A truly one-of-a-kind beachfront retreat offering a private sandy beach and dock with boat dockage. This tropical escape delivers a relaxed, family-friendly atmosphere that makes you feel as if you’re on your own private island in the Florida Keys. .
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Prestaciones populares de las casas en Sugarloaf Key
Casas con pileta

Yellow Home - Receive $400 towards a Boat Rental!
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Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
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Keys Island Villa - Venture Out Home 354
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Jan. Disc, Waterfront Retreat/Dock/Pool/golf cart,
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Oceanfront w/ Dock, Swimming pool, Hot Tub, Kayaks
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Tiki Time in Cudjoe Key 136
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Tropical Paradise
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Blue Heaven Waterfront Home
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Casas por semana

Relaxing and Inviting home with 35' Private Dock
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Ocean front classic keys cottage
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Fisherman's Paradise Cudjoe Key
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Relaxing Cottage in Cudjoe
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Island Paradise
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Pelican's Roost, Waterfront comfort at Venture Out
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Serenity Now Seaside Escape - Brand New Build!
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Oceanview Rooftop Retreat 3BR 3BA in Marathon FL
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Casas privadas

Dolphin Daydreams at Venture Out
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Waterfront home in florida keys 35’ dock for boat
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Gorgeous Ocean View Home!
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Ocean Front Home in Great Location
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Waterfront Pool Home w/ 30’ Dock, Kayaks & Outdoor
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Private Beach | Heated Pool | Mahi Key
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Boating Paradise Villa rental Lic# VACA-25-124
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35’ dock/Completely Remodeled VO 366
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Destinos por descubrir
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- Alojamientos con un kayak Sugarloaf Key
- Alojamientos en la costa Sugarloaf Key
- Alojamientos que admiten mascotas Sugarloaf Key
- Alojamientos con acceso a la playa Sugarloaf Key
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- Alojamientos con pileta Sugarloaf Key
- Alojamientos con jacuzzi Sugarloaf Key
- Alojamiento en casas Monroe
- Alojamiento en casas Florida
- Alojamiento en casas Estados Unidos
- Playa Sombrero
- Smathers Beach
- Parque Estatal Bahia Honda
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Parque Histórico Estatal Fort Zachary Taylor
- Cayo Hueso
- Acuarios de Encuentros de los Cayos de Florida
- Dolphin Research Center
- Conservatorio de Mariposas y Naturaleza de Key West
- Cayo Hueso Faro Museo
- Cayo Boca Grande
- Conch Key
- Museo Marítimo Mel Fisher
- Casa Blanca de Truman
- Curry Hammock State Park
- Acuario de Key West





