Holiday rentals with a hot tub in Key West

It's Tiki Time Ocean Pointe Penthouse 1 Br/1Ba

Stay at our tropical hideaway rated one the “Coolest Airbnb’s in the Keys” by Trips to Discover! Our romantic condominium (sleeps 4) is located at the gated Ocean Pointe resort in the nature isle of Tavernier. You'll love the colorful mid-century modern decor that reflects the shades of this Keys paradise in the American Caribbean. With 60+ pristine acres, Ocean Pointe is the perfect blend of natural beauty and modern-day luxury and convenience for a great couples or small family getaway .

Luxe Waterfront Keys Cottage- with Jacuzzi

Meet Casa Kokomo, a laid-back luxe retreat in the Florida Keys. This home has a 7-night minimum stay requirement and offers the perfect blend of salt life and relaxation. Plenty of natural light enters through the large windows in the sunroom, creating a warm ambiance. For those who enjoy the outdoors, step out to the backyard for fresh ocean air, unwind in your private hot tub, or visit nearby sandbars. Property includes a 32-foot private dock with direct ocean access. Max boat size 30Ft.

Modern and Coastal 3212 is Across from Pool

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 the newly re opened ISLAND GRILL pool bar! We are located 60 miles from Miami International Airport and 90 miles from Fort Lauderdale International Airport.

On Island Time! HotTub-Water View

This charming 3-bedroom, 2-bathroom home in Marathon, FL offers the perfect coastal retreat. Enjoy a spacious full kitchen, a beautiful patio with a hot tub, and a private 35ft of dock ideal for boating enthusiasts. The BBQ area is perfect for entertaining guests while enjoying stunning water views. Located in a peaceful, scenic neighborhood, this property offers the perfect balance of comfort and outdoor living. Don't miss the opportunity to stay at this piece of paradise!

Marathon Star - home with hot tub

Completely renovated 3 bedroom house in Marathon. Conveniently located near the Florida Keys Aquarium Encounters and the Marathon Lady. Enjoy a private hot tub and outdoor grill after a long day of Florida sunshine! Our home is not on the water but there is plenty of parking space for your boat trailer if needed. We hope our wonderful space becomes a great home away from home. ***Please see below for more information regarding hurricane season cancellation policy.

Near Duval: Hot Tub, Sleeps 6, Top Location

Just 30 seconds from vibrant Duval Street, this iconic conch home is your perfect Key West escape! With two bedrooms, one bathroom, a full kitchen, and private outdoor perks—like a hot tub, second-story sundeck, and outdoor shower—you’ll have everything you need to relax in paradise. Ideal for up to 6 guests, it’s a tropical haven steps from world-class dining, shopping, and beaches. Book now and soak up the island life! Don’t forget to click the ♥ to save it for later.

*NEW!*Serenity Oasis~Kayaks~Bikes!~Hot Tub~Spa!

Welcome to your dream Serenity Oasis in the heart of the Florida Keys! This 3 BR sanctuary has been meticulously redesigned where every detail has been carefully curated to let you indulge in the ultimate vacation experience in paradise. From a bubbling jacuzzi hot tub under the stars, to kayak and bike adventures, foosball cornhole and popcorn machine for fun and laughter, spa like bathroom retreats, there's excitement in every corner!

*Emerald Seas*-Florida Keys Ocean Front Paradise!

Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

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.