Holiday houses in Looe Key

Yellow Home Free Pontoon Rental! See details

If you book your stay for the days shown below March 30th - April 15th, 2025 April 23rd - May 3rd,  2025 May 17th - May 31st, 2025 June 6th - June 13th, 2025 Receive a free 2 day boat rental for a week reservation, 1 day for a 3 days or more reservation. Please reach out before booking for boat availability. Beautiful 3 bedroom 2 bath home nestled off of US 1. Kayaks included with the rental. Private heated pool and deck with a view of the Atlantic Ocean. Boat dockage available with parking.

Ocean Side Paradise Awaits!

This gated oceanfront property spans over 7 acres and boasts an Olympic size pool overlooking the mesmerizing Atlantic Ocean. Take advantage of the many tiki huts, fishing dock, air-conditioned clubhouse, and grilling station to cook up your fresh catch. Our turnkey townhouse is perfect for a short vacation or a longer-term stay. Everything in the complex, from the facilities to the furnishings, is brand new. Don't miss the opportunity to experience paradise at its finest. Book your stay now!

Voted #1 Luxe Oceanview Villa! Pools, Pickleball

Voted the #1 Vacation Rental in Key Largo! Casa Mar is your private slice of paradise in the Florida Keys. An oceanview villa in Key Largo’s most exclusive community. Indulge in two resort-style pools, hot tubs, a marina, indoor/outdoor pickleball, tennis, and a private game lounge. Enjoy ocean breezes from your balcony or stroll down your private staircase to the water. Two spacious king suites, a third bedroom, and thoughtful touches like Pack 'n Plays and booster seats make traveling easy.

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.

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.

VOTED TRIPADVISOR'S #1 DESTINATION, POOL, TENNIS

4 PROFESSIONALLY DECORATED MODELS TO CHOOSE. CLICK ON MY PROFILE TO SEE ALL MY LISTINGS. BOAT SLIP AVAILABLE AT ADDITIONAL COST, FAST WIFI. KID'S KAYAKS WITH LIFE JACKETS, TENNIS, LAGOON DIRECTLY OUTSIDE THE BALCONY AND 2 POOLS. This is a High living 2/2 LICENSED VACATION RENTAL PROPERTY is a luxury townhouse you would not expect to find in the Florida Keys. With it's Malibu feel, this Nautical Chic two Bedroom unit is located at The Kawama Yacht Club on MM 99

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. This 3/3.5 villa is located in Key Largo's most upscale oceanfront resort. The area has the distinction of being Key Largos newest oceanfront 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.

Florida Keys Getaway - Slps 4 - Ocean View

Check out this recently remodeled 1-bedroom condo with relaxing and tasteful beach decor - perfect for your Keys Getaway. Ideally located between Key Largo and Islamorada, it offers the best of both worlds! Ocean Pointe is an oceanfront condo property that's just steps away from all the Keys have to offer - the world's best fishing, diving, snorkeling, paddle boarding, and kayaking.

Luxury Condo w/ Rooftop Pool | 5-Min to Beach

This luxury 2-bedroom, 2-bath condo in Bay Harbor Islands offers a stylish and comfortable stay just minutes from Surfside Beach and Bal Harbour. Enjoy an open living space filled with natural light, premium bedding, and high-speed wifi for a seamless experience. The building offers a rooftop pool with incredible views and quick access to top shopping and dining spots.