Holiday rentals in Shark Key

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Top-rated holiday rentals in Shark Key

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

Guest favourite

Apartment in Tavernier

4.86 out of 5 average rating, 274 reviews

Condo in the Keys, Peaceful ocean view retreat!

Newly renovated ocean view condo in beautiful Tavernier, FL! Ideally situated in the Upper Keys, between Miami and Key West, this condo is close to state parks and coral reefs great for diving, fishing, and snorkeling. Relax on the private beach where kayak and paddle board rentals are available. Then enjoy a stroll on the pier to the gazebo. Splash around in the beautifully renovated heated pool and hot tub with mermaid bar! You can also enjoy food and beverages in the on-site cafe and bar

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Home in Key Largo

4.94 out of 5 average rating, 65 reviews

NEW CASA MAR OCEAN VIEW VILLA! VOTED BEST RENTAL!

VOTED #1 VACATION RENTAL IN KEY LARGO! THE PERFECT HOME BASE TO EXPLORE THE FAMOUS FLORIDA KEYS! 2 POOLS, MARINA, FAST WIFI, 2 HOT TUBS, TENNIS, NEW INDOOR & OUTDOOR PICKLEBALL COURTS WITH EQUIPMENT. RECREATION ROOM- POOL TABLE, FOOSBALL, PING PONG AND CARD TABLE. CUSTOM STAIRCASE LEADS DIRECTLY TO THE MARINA AND CLUBHOUSE POOL - NO LONG WALKS AROUND BUILDINGS LIKE THE OTHER UNITS. 2 KING MASTER BEDROOMS WITH ENSUITE BATHROOMS, 2 PACK 'N PLAYS & BOOSTER SEATS. NO BAIT AND SWITCH, NO EXTRA FEES!

Guest favourite

Cottage in Marathon

4.96 out of 5 average rating, 27 reviews

Catch 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

Guest favourite

Flat in Key Largo

4.92 out of 5 average rating, 141 reviews

2/1 Oceanfront Apartment with Dockage

The Seaside Vista is a luxurious ocean front retreat located in Key Largo. Only 1 hour from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From great dining, to water sports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities. Freshly remodeled , enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer. MC Permit #: 21302180

Guest favourite

Flat in Marathon

5 out of 5 average rating, 11 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.

Guest favourite

Apartment in Tavernier

4.99 out of 5 average rating, 100 reviews

Modern and Coastal Ocean Pointe 2307

Are you looking for a Caribbean Vacation in a tropical resort without leaving the USA? Look no further than our Ocean view 2 bedroom and 2 bath condo at Ocean Pointe Suites! Our property offers: 24 hour front gate security, Heated Junior Olympic Pool with 15 person hot tub, tropical Beach, Marina, Tennis/Pickle ball courts. Enjoy our newly re opened ISLAND GRILL pool bar! We are located 60 miles from Miami International Airport and 90 miles from Fort Lauderdale International Airport.

Guest favourite

Home in Marathon

5 out of 5 average rating, 23 reviews

Waterfront 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.

Superhost

Home in Cudjoe Key

4.81 out of 5 average rating, 16 reviews

Venture 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

Guest favourite

Apartment in Tavernier

4.93 out of 5 average rating, 14 reviews

Resort Condo: Pool | Marina | Beach | Pickleball

NEW LISTING! Experience the best of the Florida Keys in this prime location, offering both the luxurious amenities of a high-end resort and the cozy comforts of home, all with stunning views of the turquoise ocean. Enjoy access to an Olympic-size pool, hot tub, beautiful beach, marina, outdoor grills, tennis courts, pickleball, playground, and more. All of this comes at an excellent value, allowing you to spend more on the unforgettable experiences the Keys have to offer.

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Cottage in Cudjoe Key

4.65 out of 5 average rating, 108 reviews

VO 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.

Superhost

Home in Marathon

5 out of 5 average rating, 5 reviews

Gated w/Bayside Marina- Marlin Bay Resort & Marina

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer.

Superhost

Townhouse in Key Largo

4.72 out of 5 average rating, 81 reviews

Oceanfront Resort W/Indoor Pickleball - Spacious!

An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Key Largo's most upscale oceanfront resort. The area has the distinction of being Key Largos newest gated destination, with some of the most unique amenities in all of the keys. It caters to those who simply desire the very best in luxury accommodations.