Boat vacation rentals in Florida Keys

Romantic Captain's Quarters

Create unforgettable memories and experience a one-of-a-kind getaway on this classic Hans Christian sailboat, a true Picasso on the water! Docked at the stunning Perry Marina and Resort, your stay promises adventure and romance. Unleash your creativity with provided art supplies and musical instruments. Take advantage of resort amenities: two swimming pools, three restaurants, shuttle service to downtown, parking, happy hour, and concierge services for outdoor activities. Book your escape today!

Island Sanctuary Islamorada

Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

Hippie Haven 420 Friendly In South Beach Miami

This building is one of the OLDEST BUILDINGS ON MIAMI BEACH. Built in the 60s. Please READ MY REVIEWS. DO NOT come here expecting to be staying in the RITZ CARLTON. For starters; this place is for the Hippie, relaxed, bohemian type. We fumigate after every stay so if you see a dead bug its because of that; I try my best but the building is old, please understand. THIS IS MY HOME AND I'M RENTING IT OUT. This is NOT A HOTEL. 420 Friendly, but NO CIGARETTES, BLACK & MILDS OR CIGARS SMOKED INSIDE.

Stay on Roxie - free transport & snacks, BYOB.

Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

Sailboat with a view

EnjoyScenics views of downtown Miami and the entry port.On the other side the islands that connect it to Miami beach. The boat is on a mooring, with unique 360 degrees view. At same time require to go from shore with a dinghy .we provide the service. We include 1 roundtrip per day then it's $7 per trip . Regular hours it's from 730 am till midnight. We have some exceptions for after hours with previous arrangements and during the ultra festival till 3am.And till 1:30 during art Basel .

Yacht/Catamaran ON THE WATER in a Key Largo marina

You Must contact us before booking, the boat is often booked far in advance with multi-day sailing trips which do not reflect on this calendar. Enjoy a unique vacation experience on our comfy sailing catamaran, docked, inside a small Key Largo marina. 3 full suites with bathrooms means 6 people comfortably sleep. This listing is for the catamaran INSIDE the marina, for sail trips, message us! Ask us about our TripAd\/is0r reviews too! Our guests always love their sailing adventures!

A Great Escape! Private 2 Bed Rm Beautiful Marina

Our Marina has a pool and a small private beach overlooking the beautiful Keys water! More affordable than most places in Key West while able to reconnect with nature at this private getaway on the Great Escape. As you approach the boat, you feel your dream vacation has come true . One of a lifetime. Staying on a beautiful sportfisher yacht, laying in the waters of the calm keys and in the most beautiful peaceful marina, will definitely set you free from all your worries and stress.

Story

Ever dreamed of living on the water? Waking up to gentle lap of water and a lazy morning on the upper deck with a great cup of coffee and warm conversation? Step on board Story–a 2-bedroom, 2 bath, motor yacht– and get a taste of the live-aboard magic with experienced hosts Dan and Karen. Located at Port of the Islands, Story is nestled near the Ten Thousand Islands, just south of Naples and Marco Island– and a stone’s throw from a wealth of Old Florida adventure in the Everglades.

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.

Just Chillin' Out on the Ocean: 1/2 Off Charters!

Live your dream of sleeping out on on the ocean in a deluxe cabin cruiser yacht. Yacht "Just Chillin" features two state rooms each with comfy queen beds, two full bathrooms, A/C, hot water, high speed internet, covered patio, full dining , kitchen, living rooms and more! The yacht is anchored out on the ocean: see unbelievable waterfront sunsets and wildlife right from the boat! Enjoy this unique experience! All guests receive HALF OFF excursions! Welcome Aboard!

Beautiful 42ft Catamaran 1 mile from Duval St.

Escape to paradise aboard our 420 Lagoon, 42' catamaran anchored in turquoise waters off Key West. Recently refit, she offers 3 cozy cabins, 3 baths (two full shower), a well-equipped galley, and full A/C. Sleeps 6 with space to relax inside or on deck under the stars. Sway with gentle waves, watch dolphins swim by, and let island breezes and sunsets make this your private floating getaway in the Keys.

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.