Holiday houses in Pigeon Key

Beach House, Private Pool, Dock, Gulf View Sunsets

You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

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.

Oceanfront new 360’ dock, tiki hut-dogs OK

Direct Oceanfront Home with plenty of outdoor living space. Huge Tiki Hut, fire pit area, and beach with NEW 360' dock for any size boat and fishing!! You will not want to go inside, but when you do, you will find a very "Keysey" living space with plenty of water views. Only 9 miles from Bahia Honda State Park one of top 25 beaches in the US. We are also famous for key deer only found on Big Pine Key. They are friendly and everywhere. You can also walk to No Name Pub a famous eatery.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

b watervibe

Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales.Prueba de la expericiensa y ya ustedes diran.Esta casa flotante ofrece un espacio para 2 adultos. Está Esta es una experiencia de Acampada

W10 - 4 Bedroom Sombrero Isle Beauty on Crystal La

This spacious 4-bedroom, 3-bath home is a half a mile from the picturesque Sombrero Beach. Located on Sombrero Isle's Crystal Lagoon, this tropical oasis features ample deep water dockage and is minutes from Sister's Creek and a short trip to the Atlantic Ocean and Gulf of Mexico via the 7 mile bridge. The lower level of this home offers a second living area with a pool table and separate bathroom and a fourth bedroom with bunk beds.

Direct to Ocean! Private Pool, Bikes, Paddleboards

Blue Shell is a delightful new canal front vacation home with a pool, just a minute to the ocean and open water and lots of fun amenities! It is also about 10 minutes from both Coco Plum Beach and Sombrero Beach. The dock is 50' and there is parking on the side of the house for truck and trailer. Additional parking under and in front of the house, but not parking in the street please. Two vehicles recommended. Three max.

Spacious 3Br/3Ba, 70ft Dock, March avail 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.

Tiki Hut w/TV, Pool, Kayak, Paddleboards, Bikes!

This newly renovated tastefully decorated 3 bedroom, 3 bath home (pull-out couch) has a peek-a-boo view of the ocean and is seconds to open water in your boat! It has an open floor plan and is ground level with plenty of natural light and a fully fenced yard! Available for guest use are 2 bikes, 3 kayaks, and a paddleboard! It has a large pool with plenty of room for everyone to swim and play.

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

🏝️ <b>Oceanfront Luxury</b> - Brand New $4M, spacious 5-bedroom, 4.5 bath home 📍 <b>Prime Location</b> - Minutes from Sombrero Beach, top restaurants, island bars, and boutique shopping 🔥 <b>Free Heated Pool</b> - With gorgeous ocean views ⚓️ <b>Private Marina Access</b> - 38 ft protected boat slip ✅ <b>Hassle Free Checkout</b> - No chores, no stress. Just pack and go.

Canalfront Home Ocean accessible

Beautiful waterfront property offers quick and easy access to the Atlantic Ocean, perfect for boating and fishing enthusiasts. Featuring a spacious dock, corner lot, and stunning water views, it’s ideal as a vacation rental or personal getaway. Enjoy the tropical lifestyle with nearby restaurants, shops, and attractions in the Florida Keys. A true boater’s paradise!

Keys Breeze Ocean View Condo & Pool - Key Colony

Amazing newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #18 offers one king bed, a fully equipped kitchen with full-size appliances and essentials, reliable WiFi, and a SmartTV for a comfortable stay. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door-perfect for catching a beautiful Florida Keys sunset.