Vacation rentals with a firepit in Cudjoe Key

SAY'S BY THE SEA

Oceanfront 2BD/2BA and separate 1BD/1BA pool-side overlooking the Atlantic* Enter your paradise dream home with stunning views and privately nested away from the big city noise. You'll be staying in our large three bedrooms and three baths secluded retreat with a large terra overlooking the Atlantic Ocean. The home's rooftop deck on the third floor offers a panoramic and open observatory which is great for catching rays, watching sunrises, sunsets and shooting stars. RENTAL LICENSE #VACA-22-30

World-Class Oceanfront Pool/Hottub Sunset Escape

Escape to Oceans Cay Villas—luxury oceanfront in the Florida Keys. Why you’ll love the 7 MILE: ✨ Heated swimming pool + Relaxing HOT TUB!! ✨ Fire pit with perfect sunset views ✨ Fishing, snorkeling, and swimming in your backyard ✨ Free kayaks, paddle boards, and bicycles ✨ Walk or ride to Seven Mile Bridge ✨ Walking distance to restaurants and attractions ✨NO SEAGRASS SMELLS! ✨ Ping pong table ✨ Private dock for your boat ✨ Stylish, modern villa design ✨ Breathtaking SUNRISE and SUNSET views

Key West Outpost: eco-vacation

The Outpost is a unique experience. This is a place where you can be completely off the grid, but still have all of the amenities. Private conch cottage on the backcountry waters surrounding Key West. Enjoy watching the amazing wildlife from your private deck. You can paddle board, kayak or do some light tackle fishing right off the boat. You can even add eco-tours to enhance the adventure. We will take you out for arrival and bring you back on your departure day, via one of our other boats.

Oceanview-Central Location 2/2-Waterfront Balcony

Spend your vacation at our home away from home overlooking the best views Florida has to offer! Our spacious 2/2 has panoramic oceanview windows and doors from the well appointed kitchen as well as the living room. The master bathroom overlooks the waterfront as well as the wrap around balcony. Grill and entertain outside or make family meals inside if you want to social distance- also a short walk to local restaurants. Plenty of parking available as well as local knowledge! PLR2020-00679

Oceanside home 109, 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 #109 and I also rent adjacent homes 111 and 107 in case you need more than one. We are 80 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.

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sqft estate ⭑ Private home, deck, patio & backyard, overlooking a beautiful scenic landscape ⭑ Crystal pool, hot tub, movie theater, remote workspace, game room with arcade & more ⭑ Secure parking for up to six vehicles, boat trailer parking, RV and EV charging ⭑ 10 min to sombrero beach & just minutes to all island attractions ⭑ Fully stocked kitchen ⭑ Extremely safe neighborhood License #VACA-24-20 License #VACA-24-32

Tropical Paradise

Oceanfront home with private pool, boat dock, kayaks, and private beach Tropical Paradise has been a popular and romantic vacation rental getaway since 2003. There are kayaks for adventures, a dipping pool and private beach for relaxation, a floating dock for fishing and docking a boat, (up to 24' boat allowed) screened in porch for dining There are 2 king bedrooms, 3rd bedroom has a queen with trundle 2 1/2 bath. This home has an open floor plan and recently remodeled kitchen.

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

Tiki Time ~ your private paradise in beautiful Marathon, heart of the Florida Keys! This is the perfect place for a family vacation or relaxing getaway. Gorgeous 3BR home with your own private salt water pool, Tiki Hut, space to park a 30' boat/trailer, and ocean views from the balcony~Kayak, grill, beach toys await you for your beautiful day in the Florida Keys! Less than 5 min to Sombrero Beach, Dining & Local Bars! Experience the Florida Keys like a local and book Tiki Time today!

Waterview Bungalow

Waterview bungalow close to the amenities. This air-conditioned, pet-friendly waterfront bungalow is an excellent base camp for your next Florida Keys glamping adventure. Featuring an open living room with a sleeper sofa, bathroom, and a king-size bed, this vacation rental getaway sleeps 4. Additional bungalow amenities include a patio with table seating for four, Smart streaming TV, Wi-Fi, a microwave, a mini-fridge, steamer, blow dryer, charcoal grill, and a Keurig coffee maker.

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!

Gorgeous Ocean View Home!

Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer parking. Licensed and inspected by the city of Marathon Lic.# VACA-23-144

Boot Key Harbor Retreat | Pool & Breakfast

Stay in a brand-new luxury 1BR/1BA Waterfront Suite on scenic Boot Key Harbor in the heart of the Florida Keys. Enjoy breathtaking marina views and resort-style amenities including a pool, Tiki Bar, waterfront restaurant, pickleball courts, fitness center, and complimentary breakfast. Ideally located between Islamorada and Key West, this elegant retreat is perfect for boating, beaches, fishing charters, waterfront dining, and unforgettable island adventures.