
House vacation rentals in Ramrod Key
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Top-rated house rentals in Ramrod Key
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

Oceanside home 111, dock,kayaks,bikes,pool,fishing
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #111 and I also rent adjacent homes 109 and 107 in case you need more than one. We are 40 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.

Ocean~View w/ Dock, Pool, Kayaks, King Bed
Experience waterfront luxury in Venture Out on peaceful Cudjoe Key! Enjoy stunning Atlantic Ocean views, amazing sunsets, a 35' canal-front seawall, kayaks, bikes, outdoor shower, fish cleaning station & bait freezer. Keep your boat at the house and reach the Atlantic or Gulf in minutes. Near Key West, this updated Keys getaway includes resort amenities: heated pool, hot tub, pickleball courts, boat launch & store. Prime dates go fast, especially lobster season in August, so book now!

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!

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***

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.

Angler’s Terrace Conde Nast Traveler’s Best Airbnb
As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

Waterfront Anchor 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 Haven 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!

Happy Hibiscus Home
Find your Florida Keys getaway at “Happy Hibiscus Home,” a 2-bedroom, 1-bathroom vacation rental house which sleeps 4 in Cudjoe Key. Located in the Lower Keys, just minutes away from Key West and Marathon. This home is in Venture Out, a gated 24-hour secured park. Amenities include an olympic size heated swimming pool, hot tub, ocean pool, boat launch, marina with store, tennis courts, basketball courts, pickle ball courts, and much, much more.

*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.

Spacious 3Br/3Ba, 70ft Dock, Beach 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.

4BR 3B, Heated Pool & Spa, 60' Dock
Enjoy breathtaking views of the Gulf and Ocean from the screened in patio of this beautiful canal front home. Bring your boat to the 60' dock on a 200' wide canal just 10' away from the Ocean. Relax by the pool/spa area after a day of fishing. A pool heater is offered as an option for your convenience. Please inquire about water heater fee and operating instructions before booking. (VR Lic # PLR2020-00104)
Popular amenities for Ramrod Key house rentals
House rentals with a pool

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Cozy 2 br/2 bath home in Cudjoe

Dolphin Daydreams at Venture Out

Lagoona-Matata

Beach House, Private Pool, Dock, Gulf View Sunsets

Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!

Tiki Time! Private Pool~Tiki Hut~Kayaks~Grill!

Beautiful Waterfront book now 2026 filling up fast
Weekly house rentals

Boat Dock! Tiki Beach Big Pine - 4 Bed

Kingsail Resort Home

Flamingo Palms-JUNE Dates available at a discount!

Oceanfront mermaid house pool and dock

Boating Paradise Villa rental Lic# VACA-25-124

Relaxing and Inviting home with 35' dock

Fisherman's Paradise Cudjoe Key

Oceanview Escape
Private house rentals

Waterfront with Boat Lift/Kayaks and Hot Tub

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

KCB Tropical Escape

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB

Waterfront Oasis3/2 Direct Ocean

Waterfront Home| Heated Pool + Dock+Kayaks

Golf Coast Oasis near Sombrero Beach
Destinations to explore
- Seminole Vacation rentals
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- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- The Turtle Hospital
- Key West Butterfly & Nature Conservatory
- Florida Keys Aquarium Encounters
- Fort Zachary Taylor Historic State Park
- Dolphin Research Center
- Boyd's Key West Campground
- Southernmost Point
- Key West Lighthouse Museum
- Boca Grande Key
- Mel Fisher Maritime Museum
- Curry Hammock State Park





