Smeštaji za odmor – Cudjoe Bay

King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!

Updated waterfront 2BR/2BA with King Master, 2nd Queen and pullout couch. 35' seawall—bring your boat! Enjoy a fully stocked quartz kitchen with stainless appliances. Located in Venture Out, a quiet, family‑friendly gated resort with fishing, lobstering, pools, hot tub, pickleball, tennis, basketball, rec center, bikes, kayaks, and SUPs. Between Key West (20 mi) and Marathon. Free WiFi; Roku TVs in both bedrooms and living room. Kayaks, SUPs and storage area with extra fridge and bait freezer.

Beautiful Cottage & Amenities in Gated Community

Our comfortable, beautifully decorated two bedroom/two bathroom home with full sized kitchen is located in the Venture Out gated community. This is the perfect place if you are looking for peace in a quiet, family friendly, safe environment. Amenities include on-site convenience store, saltwater pool, spa, tennis courts, pickleball courts, a marina with marine fuel, double wide boat ramps, pool table, ping-pong, and much more, in a gated 24-hour security resort. All guests must be registered.

Rest A Shore Waterfront Home, New Private Pool

2-Bed, 2-Bath Retreat Sleeps 4 (Max 6). Additional guests: $25/day after 4 guests. Air mattresses available. Features a private pool, hot tub, gas grill, outdoor games, and a 42-ft private dock with water/power (boats up to 32 ft). (Note: Minimum weekly rental. All bedrooms and bathrooms are located on the second floor of the home and involve stairs). Pet-friendly, 1 pet max ($350) Charter recommendation: Captain Jay Charters, 10% when booking Sombrero home. Pack and Play available upon request.

Oceanview Marathon - Screened Porch, Theater & Bar

2020 New Construction Private, well-appointed 2 bed 2 bath home boasts: +5-Star OCEANVIEWS +Screened Porch with Ocean views to enjoy your morning coffee +Outdoor Theater +Bar and Adirondack chair conversation nook +Jumbo Nest Chairs over lush beach sand +Loungers +Full Kitchen +Grill Relax or adventure awaits - Minutes from the Keys' best public sandy beaches (Sombrero and Bahai Honda State Park), Theater of the Sea, Marathon Aquarium, Dolphin Research Ctr, Turtle Hospital and 7-Mile Bridge!

Island Paradise

*** Please note: There is a one time registration fee of $125 to be paid at gate*** Cozy keys getaway w/ ocean front heated pool, boat ramp and more. Relax in this 1 BR, 1 BA manufactured home in a resort style park with heated pool, hot tub, boat ramp, sports courts and walkable dining. This clean well kept home features a king bed in primary BR and queen gel memory foam pullout sofa in living room. Fully stocked kitchen! Hair dryer, shampoo, conditioner, bath soap, etc. are furnished.

Fisherman's Paradise Cudjoe Key

Waterfront home on Cudjoe Key in beautiful Key West, Florida. This two bedroom two bath home features a 30' dock for your boat so you can maximize your time on the water. Prepare your catch in the fully equipped kitchen featuring a gas range and full size fridge. Enjoy outdoor dining on the back patio just steps from the canal. The open floor plan is perfect for spending quality time with family indoors, when you're not enjoying the many outdoor amenities Venture Out community has to offer.

The Lighthouse - Beach Houses Key West

If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

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!

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.

*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.

White House - Receive $400 towards a Boat Rental!

Receive a $400 gift certificate towards a boat rental. When you reserve a week for any of the dates and house below. When you book a full week at one of our homes staying between the dates of Sept 1, 2026 through Dec 19, 2026 Except for Nov 21-28, 2026 Please reach out before booking for boat availability. Kayaks come with the rental. Small floating dock for your boat.

Waterfront Captain House with Boat Basin & Ramp!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin for your boat. The property lot is almost an acre with an island point surrounded by sea life. 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!