58,368 properties available

Located in Juno Beach, Florida, United States. Welcome to your very own paradise at Juno Ocean Key! Built in 2006 these two Key West style buildings embody the phrase ''Its Five O'clock Somewhere'' Enjoy privacy and a serene setting with only four units per floor, and a semi-private elevator access to your unit. Spacious 9-foot ceilings throughout entire property. An open concept floor plan featuring arches, wide bedroom doors and many upgrades throughout. Live the beach life in style! Minutes away from the beach and the best dining Juno Beach and Jupiter has to offer!

Located in Webster, Montana, United States. Quiet farmhouse central to major theme parks Come enjoy a peaceful stay in the woods at "Quet’s place" a serene gravel road through historic Richloam will lead you right up to your getaway. Relax and take a swing on the front porch and watch the wild turkeys pass by or bring the whole family for a thrilling vacation. "Quet’s place" is only one hour from all major Florida theme parks. Weather you are looking to get away from it all and relax in the country or have the thrill of a lifetime with your family, this is the place to be!

Located in Webster, Montana, United States. Sloth and Lemur Interactive Hacienda in Webster Discover an unparalleled wildlife adventure at this Webster vacation rental, where exotic animals are your neighbors! Combining contemporary comfort with touches of tropical decor, this unique 3-bedroom, 2-bath home offers windows for up-close viewings of a ring-tailed lemur troop with a newborn, sloths, an anteater, and a toucan. Enjoy the sights of these incredible creatures from the comfort of your rental, day and night. A one-of-a-kind experience awaits you at the Chase Wildlife Sanctuary.-- THE PROPERTY --Family Friendly | Modern Interior w/ Tropical Decor | 1,400 Sq Ft | Lemur, Sloth & Anteater Viewing WindowsBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Additional Sleeping: Queen Air MattressSANCTUARY ACTIVITIES (w/ additional fee, paid on-site): Lemur yoga, tours (private, group & nocturnal), sloth & anteater interactions, sloth meditation, painting w/ primates, founders meet & greetHOME HIGHLIGHTS: Smart TV

Located in Islamorada, Florida, United States. Coral Cove Resort - ‘A Fisherman’s Dream’ Enjoy camaraderie with family and friends in this well-appointed, three-bedroom, ranch-style house in a lovely, private, Atlantic oceanfront, small gated-community setting; complete with large heated community pool and protected cove, and deep-water boat slip. Fishing boats, captains and crew abound in Islamorada's fishing capital environment. Rest, relax, breath in the sea air, watch sunrise and sunset, explore the local shops and restaurants, read a book at the pool, snorkel, scuba, ride bikes, walk with leisure, take naps, grill your catch. Nestle in, be casual, and love all the Florida Keys have to offer!

Located in Islamorada, Florida, United States. 💎AQUAMARINE💎OCEANVIEW⚡️FLASH SALE-OCT-NOV-DEC⚡️+139 ⭐️⭐️⭐️⭐️⭐️ REVIEWS+DOCK+++ 💎 PLEASE EMAIL US WITH ANY QUESTIONS??? WE ARE HAPPY TO PROVIDE THE ANSWERS ABOUT OUR PROPERTY, OUR RESORT, RESTAURANTS, WATER SPORTS and ACTIVITIES! 💎WE ARE ONE OF ONLY A FEW LEGAL 7 NIGHT RENTALS IN ISLAMORADA AND THE FLORIDA KEYS -THERE IS A 28 NIGHT MINIMUM RENTAL LAW & ILLEGAL RENTALS ARE SHUT DOWN DAILY- BUYER BEWARE!💎CONCIERGE SERVICE -We provide you with as much concierge service as you desire💎 EMAIL US ABOUT OUR SPECIAL SAVING$$$$$$$$$$$$$$💎 AQUA OCEAN VIEW + MARINA VIEW = 💎AQUAMARINE💎💎 CONTACT US FOR BEST DEALS + SPECIALS And SAVE$$$💎 BEST VIEW + BEST DOCK + BEST LOCATION + 5 STAR AMENITIES 💎 ANGLERS REEF BUILDING 💎 ELEGANT TROPICAL ISLAND RESORT + ELEVATORS + LUGGAGE CARTS 💎 DOCK- BRING YOUR BOAT or have a RENTAL DELIVERED TO YOUR DOCK 💎 BIKES + POOL TOYS + BEACH CHAIRS + COOLER + FREEZER for bait/catch 💎 BEST BEACH FRONT KEYS RESTAURANTS just minutes away 💎 WE ARE ALWAYS AVAILABLE FOR YOUR QU

Located in Islamorada, Florida, United States. Guarantee Best Sunsets in the Keys! Special Fall Rates for these weeks: 11-07-20 to 11-14-20, 11-14- to 11-21.., and 12-05 to 12-12-20.We have recently completed an inside and outside renovation. The Bayview Villa is a private, secluded villa facing Florida Bay and in view of the fabulous Everglades and gorgeous sunsets. Quick access to offshore fishing. Located in a lush tropical hammock in a quiet, one acre residential area (rare). The villa is approx. 30 feet from the water. The property contains a wading beach and a free marina with night lights, power and water. An enclosed patio offers private outdoor grill and dining.The villa itself comes with a fully-equipped new stainless kitchen, full size LG washer and dryer, linens, two queen and one king beds, Cable TV, and a dining room. French doors in the dining area face the bay, spacious 700 square foot patio,and marina giving the feeling of the outdoors being in. Beautiful glass block showers with pebble floors are in both baths. I

Located in Islamorada, Florida, United States. Hidden Gem Islamorada | 1st Floor Summary:This newly renovated unit is truly is a Hidden Gem in the heart of Islamorada! This duplex is nestled in the trees just a few steps from one of the most amazing sunsets in the Upper Keys. Walking distance to all the wonderful shops, restaurants and breweries that Islamorada has to offer. Bikes and Kayaks can be rented steps away from the front door of this unit. Want to find a place that you'll want to return year after year? Look no further! 🌅🌴😎💎This unique property was originally built as motel in the 1950's. We have taken it upon ourselves to give it a facelift! Expects new bathrooms, flooring, beds, windows, and new split AC units in every room! Cool down when you get inside from that Florida heat! BrrrrrThe Space:This unit is 620 sq. ft. located on the first floor. Its two bedroom/two bath with a small kitchen and living room. The master bedroom has a Queen mattress with an en suite bathroom. The guest bedroom has a King memory foam matt

Located in Islamorada, Florida, United States. Ocean View with protected dock on lagoon with private boat ramp Large 3/2 with ground level carport. Lagoon side screened porch 50' x 10'. Terrace on Ocean side is open. Boat access on Gulf side fishing and snorkeling, you can be in the ocean quickly. WiFi internet, 5 large screen TVs all with internet access. Spectacular view, great diving locations and fishing.

Located in Islamorada, Florida, United States. Panoramic Ocean Views from this 3 Bedroom Islamorada Home 137 LeSerra Lane - Beautiful designer appointed Oceanside canal home located at the mile marker 76.5 in Lower Matecumbe (south part of Islamorada). This home is the second one on the point and has a great ocean view. Fully loaded kitchen with dishwasher, microwave, coffeemaker, toaster, and blender. There are two flat panel TVs in the house, as well as Wi-Fi internet. House is decorated with modern decor, and you'll love the water views from every window! Protected dockage enough for 2 boats! The dockage is 30' and has a fish cleaning station. Near the house is the small Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The home is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everythi

Located in Islamorada, Florida, United States. Flakey's B&B in the heart of Islamorada VR-284 A well established, extremely well maintained and family owned and operated vacation rental in the heart of Islamorada. 7 night min stay Saturday - Saturday rental Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Flakeys B&B (Beer & Bed) lol... we do not serve breakfast! In your rental there is a coupon for 2 FREE growler fills downstairs. Thats right, keep your fridge stocked with the freshest beer in the Florida Keys! Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.Walk downstairs and enjoy the freshest craft beer in the Keys, also a huge selection of w

Located in Islamorada, Florida, United States. Serene Sunsets from Your 2 Bedroom Villa Serene Sunsets from your villa! Sandy Pointe is located in prestigious Port Antigua on Lower Matecumbe. This condo is a comfortable two-bedroom one and a half bath, open dining and living room with bar seating to separate the kitchen. Step outside and relax on your private white natural sandy beach looking out into the bay. This beach is known for its unbelievable sunset views.If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in

Located in Islamorada, Florida, United States. Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere. Beautiful updated house on dead-end road with pool and private beach access. Launch a kayak or paddleboard from the beach and explore the shallow, warm waters off the private beach just steps away. Three large bedrooms, each with en suite bath, chef's kitchen with high-end appliances, deck with bbq and ocean views, fully-fenced yard with large pool, tiki hut, and putting green. Located in the heart of Islamorada--walk or bike to all the best restaurants, breweries and shops.Well behaved pets welcome!Available as a furnished monthly rental, or longer lease for a discounted rate.

Located in Islamorada, Florida, United States. Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock! Short Description🏡 Community amenities: heated pool, boat dock, BBQ📍Walk to shops, grocery store, parks, restaurants🛏️ All bedrooms feature ensuite bathroom 🤝 24/7 Guest supportIsla Honeydew (Villa #1) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, waterfront views and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and a top balcony with partial water view. This home is fully stocked with everything you need, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area that features ample seating

Located in Islamorada, Florida, United States. Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada 80ft Dock and Boat Lift very close to Islamorada Sandbar and Alligator Reef. Great fishing, diving, snorkeling and boating! 400lb Ice Maker on property to fill your coolers. Large home in upscale neighborhood, very quiet private and peaceful. Tropical views of palm trees and ocean from every window and outside decks. Master Suite takes up the whole third floor with veranda.

Located in Islamorada, Florida, United States. Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach Casa KotoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a location right between an attractive canal and a private beach, this stunning three-level, six-bedroom hacienda is exactly what you've been hoping to find for your next family reunion or get-together with friends! You'll have breathtaking vistas of White Marlin Beach from every level, and the two separate wings will afford your group all the space and privacy you deserve during a long and luxurious vacation. When you're not out walking along your private beach, stretch out on the second level's furnished balcony to savor a refreshing beverage while catching up with old friends. You'll have a gas grill for those fun hot-weather barbecues, and there is plenty of seating for everyone to savor the views in comfort. Inside, you'll find a modern and welcoming liv

Located in Islamorada, Florida, United States. Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe Bay Harbour D-114 - Beautiful modern luxury unit with three bedrooms and two full bathrooms, along with a half guest-bath! Plasma TV, VCR and DVD player in the living room with Wi-Fi also included. The Bay Harbour Complex comes complete with two tennis courts, weight room, pool, your own dedicated boat slip, a fish cleaning station, and Wi-Fi in the community club house. Near the complex is the small Anne's Beach. There are nature trails, boardwalks that lead to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The condo is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everything is really close! You are only minutes away from "Downtown Islamorada" where Worldwide Sportsman and the Islamorada Fish Company are located yet you ar

Located in Islamorada, Florida, United States. Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable Short Description🏡 Community amenities: heated pool, boat dock, BBQ📍Walk to shops, grocery store, parks, restaurants🛏️ All bedrooms feature ensuite bathroom 🤝 24/7 Guest supportIsla Key Lychee (Villa #6) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, waterfront views and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and a top balcony with partial water view. This home is fully stocked with everything you need, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area tha

Located in Islamorada, Florida, United States. Coastal Retreat in the Heart of Islamorada Nestled between the Cheeca Lodge and Caribbean Resort, our 4-bedroom oceanside home offers a unique beachfront experience for those looking for a luxurious and private getaway. Each spacious bedroom and en suite bathroom is inspired by modern coastal furnishings. Perfect for entertaining family and friends, including a fully equipped kitchen and an outdoor grilling area. Plus, enjoy the privacy of your own pool and patio that extend from the living area.Please note, this property may be booked for minimum of 28 nights. Currently taking weekly reservations starting November 2024. Please inquire to discuss.

Located in Islamorada, Florida, United States. Unique 2 Bedroom Bay Front Home with Roof Top Terrace 75130 Overseas Highway - Great house in Lower Matecumbe (south side of Islamorada) at the 75-mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. View beautiful sunsets from the screened porch that includes tables and chairs. The roof deck allows for you to see both sides of the island! The bedrooms are located on opposite sides of the house with the common areas in between. Amenities include flat screen tv in the living room, cable television, and Wi-Fi. Dockage is not available at this house.Near the house is Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. VACATION RENTAL LICENSE: 24-0415 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if und

Located in Islamorada, Florida, United States. Osprey Bay Villa on Fla. Bay-Has it all! Spectacular Sunsets, pool, spa & dock!! OSPREY BAY VILLA! Wonderful Bay front Home in the heart of Islamorada in the fabulous Florida Keys for rent by the week, or month; offering Incredible Panoramic Bay and Sunset Views. Heated pool & hot tub, sunning decks galore. Deep water dock & boat basin. Elegant, yet casual, spacious living room with coral rock fireplace, wet bar, open dining room, atrium garden,& gourmet kitchen. Sleeps 10-12 people comfortably. Private south wing offers 3 bedrooms; 1 with1 king bed, 1 with 1 queen bed, another 1 with 2 queen beds, and 1 full bathroom with bathtub & separate shower, double vanity sinks etc. Separate bedroom with two twin beds, tv, a/c, etc. adjacent to kitchen. Spacious second level master bedroom suite with king bed & it's own master bath & vanity room, fireplace & bay side veranda. Third full bathroom with vanity and shower downstairs has an entrance from the wet bar/living room area & also exits to

Located in Islamorada, Florida, United States. 3 Lux Ensuites Walk/Boat Island! Summary:Dive into the heart of Islamorada and COUPLES Imagine: THREE MASTER BEDROOMS, so no squabbles over only 1 Master! This 2017 townhome promises restful nights and lively marine filled mornings. From your balcony, salute serenity; Dockside bid sunsets a farewell or mingle with manatees and lobsters. A stroll away: world-class dining, boutiques, bars or a Paddleboard escapade. Welcome to bayside luxury with a splash of fun! Explore the community & nearby libations. Your tranquil Bayside haven awaits

Located in Islamorada, Florida, United States. 3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada "Monthly rentals only, no split months, thank you."Day 1, of the month , to end of the month.Welcome, to GULFVIEW 150, ISLAMORADA, WHITE MARLIN BEACH"Sports Fishing Capital Of The World" 3200 sq ft. home5 minute walk to White Marlin Beach, from home ! Members only, private key entry, to access beach.Lower Matecumbe, White Marlin Beach, ISLAMORADA, Tri Level 4 Bedroom, 3 Bath home, sleeps 8 to 10You will enjoy the beautiful spacious 800sqf with 16.5 foot vaulted ceiling main room masterfully crafted by gifted carpenters with an open kitchen, new appliances , induction cooktop and *reverse osmosis drinking water filtration , complete with 70" TV internet, cable tv, a pool table, KMP L shape sofa, beautiful Tommy Bahama dining room table that expands to seat 8 - all opening up to 9'x50' back veranda with plenty of seating for your whole group! A wrap around walk way all on the 2nd level, of this beauti

Located in Islamorada, Florida, United States. 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks Spectacular property - two stories of true keys paradise in a relaxed basin-front setting. Newly renovated, the property has 7 bedrooms, 5 baths, 2living rooms, and a tiki cabana flanking the pool! The house sits on a beautiful basin with deep water that houses many manatees in the heart of the Village of Islamorada! This patch of paradise is less than one minute to open water of the Bayside of Islamorada. Super location – a 1 minute walk to many local restaurants. The island has so much to offer - amazing, galleries, shops, restaurants, aqua blue waters, incredible fishing and boating! Islamorada is an absolute paradise - we love the island and are happy to share the vacation house with guests looking to escape to a patch of heaven in the Keys. The property is exclusively offered as a vacation rental - it is exceptionally clean and easy to enjoy. Designed by award winning Hospitality designers, it has many features

Located in Islamorada, Florida, United States. GREAT LOCATION !!! ** White Marlin Beach House, Islamorada FLORIDA KEYS Contact owner for rates and availability at (305-431-2006).Relax in Islamorada, Florida Keys... 'Sport Fishing Capital of the World.' Enjoy deep blue water or back country fishing. Dive, snorkel, and swim on a clear, white, sandy beach (rare in the Keys!). Walk/jog among beautiful waterfront homes. Sip wine while gazing at glorious sunsets while surrounded by coconut palms, Manatees, tarpon, mangrove snappers, and other native fish species. Swim the warm waters at our beach and fish off our dock. Beautiful tropical vegetation, shore birds, and other marine life are all around you. You will cherish the memories of your stay in this 'Island Paradise.' Islamorada Florida is known as 'The Purple Isle' and is located in the heart of the Florida Keys - midway between bustling Miami and laid-back Key West.This charming island home on a deep-water canal features high-beamed ceilings and a 'loft.' The walk-around deck, o