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Vacation rentals in Pigeon Key
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Top-rated vacation rentals in Pigeon Key
Guests agree: these stays are highly rated for location, cleanliness, and more.
![The exterior of a two-story townhouse is framed by swaying palm trees and lush tropical landscaping. A light-colored façade is complemented by white railings and a covered porch. The peaceful surroundings create a serene ambiance, inviting relaxation in the Florida Keys.](https://a0.muscache.com/im/pictures/miso/Hosting-600642361080607277/original/7d2ee62c-e290-4140-8643-89328d831c55.jpeg)
Townhouse in Marathon
4.81 out of 5 average rating, 43 reviewsBeachy Townhome Perfect For A Warm Winter Getaway!
Beautiful and spacious 2B/2.5 Ba townhouse in Duck Key, FL. Enjoy the crystal clear waters and amazing wildlife that calls this island home, while staying in a comfortable home of your very own! High speed internet (273 download/10 upload Mbps), and large 4k smart tv's provide great indoor entertainment, while the private plunge pool provides that calming outdoor experience for all. Enjoy a morning cup of coffee or an evening glass of wine on the back patio while watching the sun paint the sky.
![An outdoor deck is visible along the canal, featuring a picnic table and two sun loungers. A kayak in bright orange and white rests on the surface. The sky is clear, with a few clouds, and a calm waterway is seen in the background.](https://a0.muscache.com/im/pictures/809f1197-9108-4302-903b-a500f6d91164.jpg)
Cottage in Marathon
4.97 out of 5 average rating, 29 reviewsCatch n' Relax Canalfront Cottage in Marathon
Enjoy our cottage right on a deep canal with 50' dock. Step right into your boat to fish the Atlantic Ocean & Gulf or just relax & enjoy the view! Enjoy an outdoor kitchen space for fish fry & Happy Hour drinks. Tan on our loungers or enjoy dinner under the stars. Kayaks/Bikes for you too. A Perfect location Minutes from Airport, 7Mile Bridge, Sombrero Beach & other Attractions. Close to shops & restaurants. Easily launch your boat from a free public marina nearby. Rental License #VACA-22-85
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Home in Key Colony Beach
4.67 out of 5 average rating, 3 reviewsBeach Front
New built in 2023 WATERFRONT condo has it all. Sunrise & sunset views, OCEAN views with boats, manatees, fish, pelicans, pool views. Private white sand beach with lounge chairs & steps away from the pool. Enjoy this professionally decorated unit with high end furnishings. Upscale furniture throughout including patio. Close parking, elevator. Close to restaurants & more. Be the first to stay. Golf, pickleball, tennis all located in Key Colony Beach. 7 day minimum stay, City requirement.
![An outdoor theater area is outlined by a modular seating arrangement with blue cushions and dark wicker. A large projection screen is mounted on a wooden wall, creating an inviting space for movie nights. Soft lighting from overhead strands completes the ambiance.](https://a0.muscache.com/im/pictures/736cdf3f-b835-4ca7-b733-1649ccd58203.jpg)
Home in Marathon
4.9 out of 5 average rating, 29 reviewsOceanview Oasis! Screened Porch & Outdoor Theater
Getaway to Paradise in Sunny Marathon! Furnished in comfort and opulence, this private, well-appointed 2 bed 2 bath house boasts: +5-Star OCEANVIEWS +Cozy Screened-in Porch +Outdoor Theater +Jumbo Nest Chairs over lush beach sand +Shade and Sun Loungers +Full Kitchen +Electric Smoker Grill Ready for Adventure? 5 Minutes from the Keys' best public sandy beaches (Sombrero and Bahai Honda State Park), Theater of the Sea, Marathon Aquarium, Dolphin Research Ctr, Turtle Hosp'l and 7-Mile Bridge!
![A community pool area is depicted, featuring a clear blue pool surrounded by a sun deck. Lounge chairs are positioned nearby, and colorful Adirondack chairs line the railing, providing a view over the water under a bright blue sky with scattered clouds.](https://a0.muscache.com/im/pictures/109a8f1a-ba13-4dc2-96d1-d0df78345b46.jpg)
Home in Cudjoe Key
4.91 out of 5 average rating, 106 reviewsSunrise Beach Escape
For your next vacation, come stay in this resort home, where you'll enjoy a cocktail at sunset alongside the Cudjoe bay overlooking the Atlantic Ocean. This beautiful and luxurious home is part of the Sunrise Beach Resort, an exclusive 11 home gated community overlooking the Atlantic Ocean & Cudjoe Bay. A community that is only 17 miles north of Key West. Make yourself at home in this tastefully decorated 1200 sq foot living space, which offers countless amenities such as kayaks and bikes.
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Apartment in Marathon
5 out of 5 average rating, 12 reviews"O" Fish Ally Paradise @Ocean Isle Fishing Village
Enjoy our unique condo, great for snowbirds or families. Located in Ocean Isles Fishing Village! Gorgeous skies right from the balcony. On property there is a heated pool, fishing dock, and a club house. The kitchen is fully equipped. This condo has air conditioning and heat. A 75 inch tv and free Wi-Fi. 1st floor has the kitchen, living room and bathroom. Upstairs is the bedroom with a Queen bed, bathroom with walk in shower and balcony. Separate area with queen bed large hall closet.
![A heated pool is framed by two thatched umbrellas, offering shade and relaxation. Surrounding the pool are several wooden lounge chairs, inviting comfort in the sun. Lush greenery is visible in the background, enhancing the serene ambiance of the outdoor space.](https://a0.muscache.com/im/pictures/miso/Hosting-1052080479313618650/original/cd915824-dfd3-4243-bd7c-9a23b0109bb4.jpeg)
Home in Marathon
5 out of 5 average rating, 26 reviewsWaterfront Escape -VACA-23-408
Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.
![A spacious hot tub is positioned beside a large saltwater pool, overlooking the Atlantic Ocean. Two lounge chairs face the water, creating a serene spot for relaxation. Lush greenery and a rocky shoreline enhance the coastal ambiance.](https://a0.muscache.com/im/pictures/miso/Hosting-772672532464348552/original/ad3a366a-1a95-47fd-aeca-537a4835acc5.jpeg)
Home in Marathon
5 out of 5 average rating, 22 reviewsDirect Oceanfront Private Paradise - Pool/Spa/Dock
A peaceful oasis with every detail and convenience in place for the perfect Keys getaway. The huge private saltwater pool / spa and sun deck affords sweeping views of the Atlantic Ocean while the large outdoor living area offers open ocean breezes or shaded poolside dining. This property was specifically chosen, and the house thoughtfully designed, to maximize family fun while enjoying the laidback waterfront lifestyle of the Florida Keys. City of Marathon License: VACA-23-27
![A two-story, raised exterior of a home is visible, featuring white siding and a set of stairs leading to the entrance. A spacious deck is shown, with several chairs positioned for scenic views of the water. The surrounding area displays sandy ground and palm trees.](https://a0.muscache.com/im/pictures/prohost-api/Hosting-853404708946184467/original/65e0d89e-0905-4cb6-b984-f74042790eaf.png)
Home in Cudjoe Key
4.82 out of 5 average rating, 17 reviewsVenture Out- Million Dollar Island Resort
Oceanfront Home, Pool Access/50 Ft Dock Fresh & Fabulous best describes this island listing . This fantastic Ocean home is in a Island resort community that is one the most unique places in the world. The stylish 2 Bedrooms, King or 2 Twins & living area will make your stay in Paradise one to remember. Deep water dock so in minutes you can visit tropical islands by boat or kayak . Enjoy the two Pools/ Resort amenities or just BBQ & fish off your dock. Resort one time fee $125
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Home in Marathon
4.9 out of 5 average rating, 71 reviewsDream Vacation KCB Marathon with private pool !
Dream Vacation Duplex in Key Colony Beach. Private pool Brand New state of the art house with all commodities and amenities, 3 bicycles 2 kayaks near to restaurants, fast WIFI, washer ,dryer, blue tooth speakers, night mood lights. A modern lift for boat up to 18000 lb Main canal Use of electric golf car Gem and jet sky and boat can be arrange Electric Gem-4 car offered for a minimum extra charge Options of private boat or jet sky (ask) Heated pool on demand (extra cost)
![A serene waterfront scene features calm turquoise waters with gentle waves. A thatched-roof gazebo extends over the water's edge, providing a shaded area. In the background, a row of palm trees sways slightly under the bright blue sky, adding to the tranquil atmosphere.](https://a0.muscache.com/im/pictures/0bd44331-e893-438e-a169-e9d2abbe2acb.jpg)
Cottage in Cudjoe Key
4.65 out of 5 average rating, 108 reviewsVO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
This mid-rise home is fully furnished with high ceilings throughout! The living room offers a flat screen television with sleeper sofa. Master bedroom features a queen bed with full bathroom and flat screen television. Guest bedroom features a full size bed and half bath. Additional amenities include large open porch with table and chairs, gas grill and central air conditioning and heat. Free WiFi offered in unit and in Community Recreation Center.
![A covered deck features wooden furniture, including a table and chairs. The view overlooks a wide waterway with lush greenery and small boats. A bright blue sky with soft clouds provides a scenic backdrop.](https://a0.muscache.com/im/pictures/miso/Hosting-674498714153384671/original/8c47bf01-aee6-4774-96f0-9380b0f43eec.jpeg)
Home in Marathon
5 out of 5 average rating, 29 reviewsAmazing Bayfront Newer House with Dock and Pool!
NEW TO MARKET! This newer construction has everything. This concrete house is waterfront with great views of Bonefish Bay. The dock is built in 10-12 foot water. It is frequented by manatee, dolphin, and numerous mangrove snapper. The large heated pool is surrounded by Turkish marble pavers that are cool to your feet. House has double master suites with en suite bathrooms and every necessity to make our home feel like yours.
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Popular amenities for Pigeon Key vacation rentals
Other great vacation rentals in Pigeon Key
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Home in Marathon
4.95 out of 5 average rating, 20 reviewsHome near beach & restaurants
![A private pool is surrounded by a spacious deck featuring lounge chairs and a wooden table. Palm trees gently sway in the breeze, while the ocean sparkles in the background, creating a serene setting for relaxation and enjoyment.](https://a0.muscache.com/im/pictures/76655417-9a27-45d6-afd5-5ab9e492c95d.jpg)
Guesthouse in Marathon
4.94 out of 5 average rating, 18 reviewsThe Pink Dolphin House.
![A spacious outdoor area features a wooden deck with a shaded seating structure. A grill is positioned nearby on a gravel surface, while two colorful chairs provide a comfortable spot for relaxation. Lush greenery surrounds the space, offering a connection to nature.](https://a0.muscache.com/im/pictures/e1c10284-cba0-4e88-abed-fe7271b07d71.jpg)
Home in Cudjoe Key
5 out of 5 average rating, 27 reviewsParadise in Cudjoe! Perfect Family Home!
![A wooden dock extends into clear turquoise waters, providing access to the surrounding landscape. Lush greenery and palm trees frame the serene view, while a brightly colored patio umbrella adds a pop of color nearby. The peaceful atmosphere is enhanced by the open sky above.](https://a0.muscache.com/im/pictures/miso/Hosting-14595895/original/f5f56b3f-77f0-425d-98b8-4d74afe8c051.jpeg)
Villa in Marathon
4.95 out of 5 average rating, 130 reviewsPrivate 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
![The exterior of the vacation home is framed by vibrant palm trees, providing a tropical feel. A white staircase leads to the covered front porch, which features a round glass door. Decorative stone landscaping complements the structure, enhancing its inviting appearance.](https://a0.muscache.com/im/pictures/miso/Hosting-861396843362049534/original/b88a7f2d-9e50-45ac-b523-8b9bb7b0d945.jpeg)
Home in Cudjoe Key
4.93 out of 5 average rating, 45 reviewsPrivate Ocean Oasis by Key West, Florida
![The image captures a sandy beach scene with clear turquoise waters. Sunbathers and beachgoers are seen enjoying the sun on the shore, while lush palm trees line the beach. A beachfront villa is visible in the background, enhancing the coastal setting.](https://a0.muscache.com/im/pictures/575355/36cad2ce_original.jpg)
Home in Marathon
4.91 out of 5 average rating, 169 reviewsBeachfront Villa - Florida Keys
![A serene view of the private pool is framed by lush palm trees and vibrant greenery. The clear water of the pool reflects the blue sky, while the calming canal is visible in the background, enhancing the peaceful surroundings.](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6ODM5MDc3MjM0NDQ5OTM3MzQx/original/4db5e964-b9da-4627-88d7-f4266becb2c7.jpeg)
Home in Key Colony Beach
5 out of 5 average rating, 10 reviewsSleeps 8, 3 bedroom, 4 full bath, pool, 37.5' dock
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-2215063/original/d49ba8b3-8977-49b7-96c5-f9bf030e6974.jpeg)
Townhouse in Marathon
4.95 out of 5 average rating, 21 reviewsWaterfront luxury Villa (29) with sunset views and boat slip
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