Vacation rentals with a kayak in West Indies

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.

Villa Arena - Beach Front

Villa Arena is a spacious oceanfront getaway designed for families and groups looking to relax in total privacy. With a newly built climatized pool, direct access to the sea, and a sandy beach just steps away, it offers the perfect blend of comfort and Caribbean charm. Enjoy family-style meals with optional chef service, daily housekeeping, and excursions like Cayo Arena, ATVs, and catamaran tours — all departing from your doorstep. Unwind, recharge, and make lasting memories at Villa Arena.

Adorable Surfer’s Beach House

In its May 2025 issue, the American magazine "Forbes" vetted us "best beachfront Airbnb in Costa Rica." The world-renowned business magazine Forbes selected 12 outstanding Airbnb rentals in Costa Rica and named us "best beachfront accommodation". Casa Oceanside is a cute concrete bungalow about 80 meters from the sand, situated in an approximately 1,7 acre tropical garden with a variety of wildlife, that can be seen daily. The waves that break in front of our house are perfect for beginners.

Lux cabin+ jacuzzi, kayak & lake view • Breakfast

🥘 Room service with local cuisine made from fresh ingredients grown in our garden and prepared on the spot 🍳 Breakfast included 🌐 High-speed fiber WiFi to stay connected 🛁 Private jacuzzi with stunning lake view 🔥 Gas fireplace for cozy nights 🚣‍♀️ Kayak and paddle board included to explore the lake 🐦 Birdwatching right from your terrace 📍 Located across the lake from one of the region’s most iconic estates, only 15 minutes from La Piedra del Peñol and 18 minutes from Guatapé.

Amazing houseboat with 2nd floor observation deck

Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Garrison Bight Marina in Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

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.

Villa DelEvan 4A / 1-bedrm Beach front villa

Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

Private luxury Retreat Guatape,lake access

Our concept is privacy and comfort in the middle of nature, each room has a high standard king bed for your comfort, all rooms have a direct view of the lake, balcony and private bathroom; the jacuzzi located at the top of the mountain under the imposing eucalyptus trees . You will enter to the house through the mountain and through the roof, to find a cozy space with a wonderful view of the lake, with the most special details. Cook service . Paddle boards and canoe

Luxury waterfront villa with dock and heated pool

Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

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.

Skylarking waterfront cottage

Skylarking cottage is at the end of a rolling stone path that takes you through the tropical hardwood forest. Quiet and secluded, with floor to ceiling aqua blue water views. Complete with spacious deck, hardwood floors and a stone and wood outdoor shower. Explore the coastline on gin clear water with the paddle board or kayak - you are immersed in the natural beauty of The Bahamas.