Beachfront vacation rentals in Key West

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Top-rated beachfront rentals in Key West

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Tavernier

4.89 out of 5 average rating, 249 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 38 acres and one side is surrounded by a nature preserve.

Guest favorite

Cottage in Key Largo

4.96 out of 5 average rating, 157 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!

Superhost

Houseboat in Key West

4.83 out of 5 average rating, 283 reviews

Key West Houseboat Paradise

282 reviews over 5 years! SuperHost Rated! Queen Bed, Full Kitchen, Big Living Rm, Full Bath & 3 Sun Decks. Completely rebuilt in 2022. 15 min from downtown, tucked away on a wooden dock. The vibe is 'Old-School Key West'. The property has a light-industrial feel with a 2-bay auto garage & a warehhouse, so the shore side isn't fancy but the Back Deck View is a mile-wide ocean channel with dozens of bright green mangrove islands and a pair of Sea Kayaks just waiting for you to go exploring.

Guest favorite

Condo in Key Colony Beach

4.96 out of 5 average rating, 195 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Impeccable condo directly on the ocean with water views from every window. Located in Key Colony Beach (middle Keys) with heated pool and private beach. Unit #20 is a studio condo with a classic Keys interior: newly renovated bathroom and crisp white kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Enjoy the private back balcony and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Guest favorite

Tiny home in Key Largo

4.92 out of 5 average rating, 103 reviews

Oceanfront w/ Dock & Kayak Pirate's Cove Key Largo

1,200 Sq.Ft. w/ outdoor living area and dock Enjoy your Own Private Secluded Retreat, Pirate's Cove 1 Bedroom, w/ 3 Pull-Outs, and one Full Bath, Park Trailer 55 In HDTV in the Living Room, and a 32 In HDTV in the Master Bedroom Full Size Refrigerator King Size Bed in Master Bedroom Regular House Toilet Gas BBQ outside (We do not provide the LP) Wide open water views You have a Community Pool on the next Peninsula. Great Tiki Huts, Stereo, and BBQ Entertainment area outside

Superhost

Cottage in Islamorada

4.82 out of 5 average rating, 162 reviews

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. Each unit is private, and the neighborhood is tucked off the beaten path. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! A 5% lodging tax will be charged on arrival.

Guest favorite

Boat in Islamorada

4.92 out of 5 average rating, 331 reviews

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

Guest favorite

Condo in Key West

4.96 out of 5 average rating, 91 reviews

Hidden Beach unit 2, The Perfect Place To Stay

This place is extraordinary. There is nothing like it in Key West. Just 3 blocks from Duval Street, this property sits on Key West’s only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key West’s best restaurant (Louie’s Backyard) and the beautiful, luxurious Reach Resort.Here, you can enjoy spectacular views and sunsets from one of the islands only private beaches or you can stroll through Old Town, an amazing architectural and botanical treasure.

Guest favorite

Condo in Key Colony Beach

4.92 out of 5 average rating, 130 reviews

Beachside Unit 39 Tiki Huts, Private Beach & Pool

Unit 39 Details: Second Floor Unit, Tub with Shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Guest favorite

Cottage in Key Largo

4.89 out of 5 average rating, 301 reviews

Cottage By The Sea

Cottage By The Sea....Your home away from home in the Florida Keys!!! Our 2 bedroom Guest House is located on the Oceanside of Key Largo in a quaint and quiet neighborhood, with a huge yard surrounded by exotic flowers and trees. Behind the Cottage is Frank out 120 pound Sulcata tortoise.Minutes from either Oceanside or Bayside boat ramps. It is walking distance to a famous local's Tiki Bar and Restaurant as well as Jet ski and Kayak rentals

Superhost

Guesthouse in Key Largo

4.9 out of 5 average rating, 216 reviews

Oceanside, 1 bedroom, Bungalow in Key Largo

Canal front bungalow with beautiful views of the ocean. Private water front and pergola with steamer chairs and hammock. BBQ your fresh catch while lounging on the back porch, relaxing in the tropical landscape. One bedroom with Queen bed. Queen size pull-out couch in the living-room. Full kitchen boasting high-end appliances. One Car Parking by unit. Centrally located between shopping centers and destination activities.

Superhost

Home in Cudjoe Key

4.89 out of 5 average rating, 214 reviews

Newly Renovated Oceanside House with Pool

This home is on the Atlantic side of US 1. It is part of Sunrise Beach Resort, a gated community built in 2007 with only 10 other homes. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on one of two balconies, dock or poolside, where you can soak up the sun steps from the house. Breathtaking southwest views of the blue-green ocean and sunsets can be seen from the pool and dock.