Vacation Home Rentals By Owner In Tavernier, FL

Incredibly comfortable home located in the heart of Tavernier Key Mile Marker 90. brbrLarge home featuring incorporated downstairs kitchen, family room, and dining area. Upstairs, enjoy a master bedroom with a large balcony that overlooks the water. There are two other bedrooms upstairs. One has a queen bed and the other, full size bunk beds. The fourth room is a cozy family room that has a full-size futon and a twin XL futon leading to the balcony that doubles as an office. brbrThe house has a brand-new hot tub. Enjoy your mornings on the fantastic, screened porch on upstairs balcony. Downstairs patio is large and prime for outdoor cooking and entertaining. brbrDeep water canal with 50 feet of concrete dock (up to 100 feet of dock available). House comes with 4 kayaks to explore the cove. Waterfront gas station to fuel up your boat one canal over. brbrPrivate neighborhood boat ramp and beach access included. brbrWalking distance to grocery store and several restaurants. brbrThe bayside location of this home goes to a wonderful cove that is perfect for watersports, snorkeling, or just floating in the bay. A 15-minute boat ride away from the world-famous Islamorada Sand Bar. Home is located between Tavernier Creek and Snake Creek for quick offshore ocean access. Many great waterfront restaurants that are minutes away by boat to this house.brbrThree miles away from Founders Community Park: which has a beach, dog park, boat ramp, and large pool with water slide and diving boards. Additionally, they host many activities throughout the year.brbrHome is perfectly equipped for Keys living, just bring your flops and bathing suits.brbrVillage of Islamorada does not allow this house to be rented for less than 29 days at a time.

Large Keys Home in Heart of Tavernier with 50 ft of deep water dock.

Tavernier, Florida, United States

Bed

Bath

11

Sleeps

$237.45

Welcome to your perfect getaway in beautiful Tavernier! This stunning vacation home offers the ultimate Florida Keys experience, featuring a brand-new 40-foot pool surrounded by lush tropical foliage on a spacious lot. Whether you’re looking to relax by the pool or explore the open waters, this home is designed for comfort and convenience.brbrDownstairs:br • Newly remodeled with a sleeper couch, perfect for extra guestsbr • Large refrigerator, flatscreen TV, and kitchenette for added conveniencebr • Direct access to the tropical pool areabrbrUpstairs:br • Remodeled kitchen br • All bedrooms have new furniturebr • Bright, airy spaces designed for relaxationbrbrLocation Perks:br • Just steps away from the private homeowners park, where you can launch your boatbr • Close to top-rated restaurants, fishing spots, and local attractionsbrbrWhether you’re looking for a family retreat or an angler’s paradise, this Tavernier gem has it all. Book your stay today and experience the best of the Florida Keys!

Islamorada Tropical Paradise with New 40 Foot Pool

Tavernier, Florida, United States

Bed

Bath

Sleeps

$424.5

Stunning 3-bedroom heated pool home located on Plantation Key, designed for relaxing and enjoying the Florida Keys lifestyle. The outdoor space is perfect for entertaining, featuring a tiki kitchen area, large outdoor refrigerators, a TV under the tiki, and plenty of space to gather by the pool.brbrThe home offers a unique layout with a large private master suite upstairs, creating a peaceful retreat. The master features its own balcony and a hot tub just off the master bathroom, perfect for unwinding after a day on the water.brbrDownstairs you'll find two additional bedrooms and two bathrooms, along with great spaces for guests and family to spread out comfortably. The property also includes a large ice maker, ideal for filling coolers before heading out on the boat or stocking up for poolside drinks.brbrWith its great outdoor entertaining spaces, heated pool, and relaxed Keys atmosphere, this Plantation Key home is the perfect spot for your next Florida Keys getaway.brIf booking more than a year in advance current prices may not reflect the annual cost of living increase. brMany of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. brPlease 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 the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.

Relax at 134 Tequesta Street, a 3BR canal home in Tavernier with a private pool.

Tavernier, Florida, United States

Bed

Bath

Sleeps

$223.84

~Escape to Paradise in the Florida Keys~brbrWhere your dream getaway becomes reality.brbrTired of the same old vacation spots Craving turquoise waters, golden sunsets, and total serenity It’s time to trade the hustle for the Florida Keys.brbrbrWelcome to your private slice of paradise — a beautifully appointed vacation home nestled in Tavernier the heart of the Florida Keys. Wake up to ocean breezes, sip your morning coffee on a sun-drenched deck, and spend your days snorkeling, boating, or simply unwinding under the Florida sun.brbrbrOur home features:br✔ 4 spacious bedroomsbr✔ 3 full bathrooms br✔ Private dock & direct ocean accessbr✔ Fully equipped kitchenbr✔ High-speed WiFi & smart TVbr✔ Minutes from beaches, dining & nightlifebrbrbrWhether you’re planning a romantic escape, a family getaway, or a remote work retreat, this is where memories are made. Imagine ending your days with a glass of wine and the sunset painting the sky—every evening better than the last. This isn’t just a vacation. It’s your island time.brbrbr~Book your stay now — dates fill up fast! Click below to check availability and lock in your dream vacation before it’s gone. brbrYour Florida Keys escape is just one click away.

Waterfront Charming 4-bedroom Home in Paradise ~Tavernier

Tavernier, Florida, United States

4

Bed

Bath

8

Sleeps

Select Dates for Price

Fisherman and Boater’s paradise. Start enjoying some of the best sunsets the Florida bay has to offer. Beautiful furnished townhome in the tranquil gated Sunset Hammock community at the 94mm in Tavernier. Nestled in a hammock of hardwoods, this 3-bedroom 2.5 bath 1540 square foot home is perfect for full time or part time occupancy and comes with a deeded boat slip for up to 28’ LOA and kayak/paddleboard storage for 2. Other amenities include pool and spa, clubhouse, tennis and pickle ball courts, boat ramp, trailer parking and ice machine on the dock. Only 40 units in complex. Call or Text 954-448-0390

Charming Florida Keys townhome with boat slip in Tavernier 3 bedrooms available

Tavernier, Florida, United States

Bed

Bath

Sleeps

$409.39

Come enjoy the ocean view and sea breeze on this fully renovated, modern Keys style home. Enjoy the oversized upstairs balcony, or large covered patio below. There is a large side yard with space to have your boat/watercraft. Fully fenced, which is great if you bring your dog.brbrConveniently located across from Harry Harris Park -an ocean side park that has a sheltered beach, swimming area, showers, a boat ramp, barbecue areas, basketball court, etc.

Sea La Vie House - Keys Living!

Tavernier, Florida, United States

Bed

Bath

Sleeps

$468.75

Escape to paradise at this expansive 1400 sq ft waterfront estate in beautiful Key Largo! brEnjoy breathtaking canal views from this spacious 4 bedrooms and 4 bathrooms home, perfect for a memorable family vacation. The home boasts generous outdoor living space, including a large balcony, and 3 Dining areas. Prepare delicious meals in the modern, fully-equipped kitchen. brRelax and rejuvenate in the inviting jacuzzi/pool combo, offering the ultimate in leisure. brWith plenty of room for fun and entertainment, this home ensures a truly unforgettable getaway. brbrWheelchair friendly (has elevator)

Large Waterfront Escape, Canal Views

Tavernier, Florida, United States

Bed

Bath

Sleeps

$438.79

Indulge in the ultimate waterfront getaway at this 4-bedroom canal front, pool side oasis, conveniently located at mile marker 89 on Plantation Key. Boasting a prime location for boating enthusiasts, this home offers unparalleled dockage, accommodating vessels up to 30 feet in length.brbrImmerse yourself in the allure of the Florida Keys, with easy access to renowned fishing, snorkeling, and diving destinations just moments away. Whether you're seeking the thrill of reeling in the catch of the day or exploring vibrant coral reefs teeming with marine life, adventure awaits right at your doorstep.brbrInside, discover a spacious layout designed for comfort and convenience. Upstairs, three cozy bedrooms beckon you to unwind after a day of exploration, while downstairs, a master suite awaits with its own private kitchen, ideal for multi-family vacations or groups seeking added privacy and flexibility.brbrStep outside onto the patio area and experience true outdoor living at its finest. Fire up the grill in the BBQ area, perfect for hosting festive gatherings and savoring delicious meals with loved ones. Lounge by the sparkling pool or bask in the warm Florida sunshine.brbrWhether you're lounging poolside with a refreshing cocktail in hand or embarking on thrilling aquatic adventures, this canal-front paradise offers the perfect setting for unforgettable moments with family and friends. Escape to serenity and luxury at this captivating retreat in the heart of the Florida Keys. brMany of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. brPlease 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 the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.

Spacious 4-Bedroom Canal Home in Tavernier with Private Pool & Hot Tub.

Tavernier, Florida, United States

Bed

Bath

Sleeps

$508.77

Discover paradise at our family-friendly haven – a captivating home boasting an open layout, a private dock for endless waterfront adventures, and panoramic ocean views that paint the perfect backdrop to your cherished moments. Embrace the beauty of Key Largo with spacious comfort and breathtaking scenery, where every day feels like a dream in this coastal haven designed for family bliss.

Oceanfront Oasis: Dockside Bliss

Tavernier, Florida, United States

Bed

Bath

Sleeps

$529.13

This beautiful Conch style home was completed in 2019. The house is a 2000 sq ft. 3 bedroom 2 bath home, each of it's 3 bedrooms has a king bed. There is private parking out front for vehicles and a 50' dock out back. The yard boasts a luxury pool with tanning ledge and hot tub as well as an outdoor kitchen. Also included is a 500lbs commercial ice machine. The location is ideal for boating allowing quick access to both the ocean and bay.

Water front home. 50' Dock w/ Pool & Hot Tub. Just S. of Tavernier Creek

Tavernier, Florida, United States

Bed

Bath

Sleeps

$248.91

IMPORTANT NOTICE – SEPT TO MID-NOV 2025brbrSpalling repairs and balcony resurfacing will be taking place during this time. brbrAll resort amenities remain fully open, including the pool, beach, marina, and on-site restaurant.brbrBalconies will be closed and not accessible for safety. Guests may also experience some construction-related noise on weekdays (Mon–Fri, 9:00am to 5:00pm).brbrRates have already been discounted to reflect the ongoing work. No additional discounts will be offered.brbrWelcome to the Sun & Sea Retreat in the captivating Florida Keys, where serenity calls out to you. Our well-appointed one-bedroom, one-bathroom suite sets the stage for your upcoming vacation. Nestled within an oceanfront resort, you'll have the privilege of relishing a private beach, marina, and a variety of amenities. Enjoy a peaceful coastal escape just moments from dining, shopping, and exciting aquatic adventures. Unwind, recharge, and create lasting memories in this tropical sanctuary.brThe spacebrWelcome to Keys Paradise Hideaway, a cozy and beach-inspired 1/1 condo nestled within the picturesque Ocean Pointe Suites in Tavernier, FL. Discover a tranquil retreat where lush mangroves surround you, and distant views of the Atlantic Ocean beckon, creating an idyllic escape.brbrStep inside this inviting condo and be captivated by the panoramic vistas of verdant mangroves and the gentle shimmer of the distant Atlantic Ocean. If you have an affinity for open spaces and a tropical ambiance, this is the perfect destination. Keys Paradise Hideaway offers one bedroom and one bathroom, providing ample space for your utmost comfort.brbrIdeally situated within the expansive sixty-acre Ocean Pointe Suites, this resort boasts a lush tropical environment and a prime location in the heart of the upper Keys. Immerse yourself in world-class fishing spots, scuba diving sites, and a variety of casual seafood restaurants just moments away. Renowned for its abundant greenery and spaciousness, the property offers a true sense of tranquility. Moreover, the resort's convenient proximity places it just 69 miles south of Miami International Airport (MIA) and 98 miles from Fort Lauderdale Airport (FLL), ensuring easy access for travelers. With its manned and gated entrance, the resort guarantees 24/7 security for your peace of mind.brbrThe bedroom features a queen bed, overhead fan, flat-screen TV, and an attached bathroom with a shower. Additionally, the living room boasts a queen sofa bed, providing extra sleeping arrangements if needed.brIndulge in meals with a view at the dining table for two, savoring the beautiful surroundings. The living room and kitchen area offer plenty of seating and a large-screen TV for your entertainment.brbrRest assured that the condo is self-managed, guaranteeing meticulous attention to cleanliness. We prioritize the cleanliness of the condo to ensure a super clean and comfortable environment for our guests.brbrNotable highlights of the resort and condo include:br• Fully equipped kitchen with stainless steel appliancesbr• Washer and dryerbr• Central heating and air conditioningbr• Flat-screen TVs in the living room, master bedroom, and guest roombr• Starter supply of paper productsbr• Provided towelsbr• Complimentary WiFibr• Resort parkingbr• Junior Olympic Size Poolbr• Private resort beach with lounge chairsbr• Boardwalk and gazebobr• Kids' playgroundbr• BBQ grills and picnic tablesbr• Waterfront Cafe - Island Grill at Ocean Pointebr• Boat dockage, wet slips, boat launch, and on-site boat trailer storage (Marina space and boat trailer parking require advance reservation and additional fees apply) Last picture of the ad includes the contact info for the dockmaster, contact host for more information.br• Fishing dock and fish cleaning stationbr• Shaded area off the marina with an ocean viewbrbrIf you're traveling with a larger group or need additional space, we also have another condo available in the same building for your convenience. Please contact the host for more information and availability.

1BR - Key Largo Sun & Sea Retreat

Tavernier, Florida, United States

Bed

Bath

Sleeps

$204.64

Indian Mound is the ultimate family getaway! Relax in this three bedroom / two bathroom home that has recently been furnished and equipped for your escape to the Florida Keys! The outdoor area includes a fire pit, outdoor patio dining, and a tree house perfect for entertaining the kids for hours! You'll enjoy breathtaking sunset views from the neighborhood park, just a five minute walk away. Explore Islamorada and the Florida Keys by making this home your next island adventure!

Indian Mound - Islamorada Keys Bungalow

Tavernier, Florida, United States

Bed

Bath

8

Sleeps

$282.0

The Tree Lane Fish Camp: Pet-Friendly, Updated, Cozy home in TavernierbrbrBed Sizes: 2 Queen, 1 Double Trundle Bed, 2 Double Sleep SofasbrbrWelcome to your laid-back diving retreat in Tavernier, where life moves with the tides and every day ends with a sunset over the water. Nestled in the heart of the Florida Keys, this home is built for anglers, boaters, and anyone who loves the salty, easygoing island lifestyle.brbrAfter a sunrise reef dive or a drift along the patch reefs, come home to a space designed for true Florida Keys dive life. Rinse off the salt, hang wetsuits and BCDs to dry, and keep your gear organized between outings. With room to park your boat (under 25 ft), you can head out whenever the seas are calm and the visibility is calling. Just a mile away, Harry Harris Park offers an easy boat ramp for quick access to the vibrant coral reefs and shallow wrecks that make the Florida Keys a diver's paradise. Spend your days exploring clear blue water and colorful reef systems. Then, return home to relax, recharge, and get ready for your next descent.brbrInside, the home is comfortable and welcoming after a long day on the water. With three inviting bedrooms, including a queen room, a full bed with twin trundle, and a private in-law suite with a queen and full-size sleeper, there's plenty of space for your crew. An additional sleeper in the living room means no one misses out on the trip. Kick back in the cool AC, stream your favorite shows, swap fishing stories over dinner in the fully equipped kitchen, or gather for a laid-back game night.brbrWhen you're not on the boat, cruise the neighborhood on the provided beach bikes, grill your fresh catch on the patio, and enjoy evenings under the palms. This dog-friendly escape embraces true Keys living; flip-flops, fishing poles, ocean breezes, and unforgettable days on the water.brbrIf you're ready to trade traffic for tides and city lights for dock lights, this is your perfect Florida Keys diving getaway.brbrNo Smoking/Vaping. Unit is located down a dirt road. Parking is available for one boat less than 25ft long.

The Tree Lane Fish Camp: Updated, Cozy home in Tavernier

Tavernier, Florida, United States

Bed

Bath

Sleeps

$354.48

Absolutely comfortable keys Home , great location to restaurants and activities, two bedroom and two full bath upstairs with lower level bedroom and 1/2 bath. Laundry lower level, outside shower on lower level, dock for up to a 60' boat. Internet/cable in living room. Local attractions include Founders Park marina, beach, recreation area, all types of fishing, Everglades National Park, World Wide Sportsman, snorkeling/diving, kayak, Islander, Diving Museum, lots of great restaurants.and supermarket closed by.

Casa Mia 7862778706

Tavernier, Florida, United States

Bed

Bath

Sleeps

$571.35

Renovated 3/3 Waterfront home located in the Best Location . Two King beds .Double queen bunk , High speed Wifi, Smart TVs, BBQ, Great living room with open kitchen, Washer & Dryer, Screened in wrap around porch overlooking the water. 60 ' of Canal Frontage. Bring your boat or rent one . Garage with large gravel parking area in front, Two Bikes provided for your use. Ride over to Founders Park . Free Access to beach and park. Located in plantation key IslamoradabrMonroe County tourism dept .brBus tax ID 137670brTourism Tax acct Active

Islamorada Key Waterfront 3/3 House w/ Private Boat Dock

Tavernier, Florida, United States

Bed

Bath

Sleeps

$262.68

The house is positioned one lot from the bay in highly desired Hammer Point with a magnificent view of the bay. View sunsets off the decks from April through September. This home is on a vast, oversized lot with a 100’ width at the road and lots of yard space for all your toys. The concrete dock features a set of davits (5,500 lbs each) with 29' dockage. There is instant access to the bay and ocean access 2 miles away through Tavernier Creek. There's a covered large porch and an octagon observation deck covered by a Tiki Hut across the back of the home. Other features include parking under the house. Freshly painted and new furniture throughout.

Stunning Bay View with Dry Dockage on 5.5k Davits and Sunsets April thru Sept

Tavernier, Florida, United States

Bed

Bath

Sleeps

$214.13

Charming doesn't even begin to describe this modern, tastefully appointed waterfront 2 bedroom 2 bathroom house. brPlush bedding, upgraded kitchen and bath, and a breezy terrace perfect for bbq's. This home features a private pool, and dock for a 30ft boat and direct canal access to the open ocean water. brAll comforts of home are provided, including towels, linens, pots and pans. The house is also equipped with cable TV, wifi, a grill out back, and essential toiletries. Located in the Florida keys, right in between Key Largo and Isla Morada.brbrHouse Rules & PoliciesbrbrAccess to the property;brbrIf requested, we can allow our guest access to each property at 1:00 pm when the cleaning process start, but remember, it is until 4:00 pm that we will not complete it. Each guest have the option of leaving their luggage and return after cleaning is complete.brbrWe reserve the right to access the property in case of emergency or a service is needed. When a problem arise, guest will inform us immediately an request that the limitation is solve in a reasonable time for both parties, consider that weekends, after hours and holidays can affect how a situation is handle and the problem resolve.brbrPool area;brbrIn those properties that we offer a pool you, use it at your own risk and always consider the weather conditions. Also, family with children, never leave them unattended, you are completely responsable of their security and well been.brbrTaxes;brbrSome companies don't handle the collection of tax, if you don't see it in your bill, tax will be collected in the facilities at check in. If applicable.brbrSmoking;brbrWe allow smoking in all open areas of our properties, we encourage guest not to smoke in the bedroom or any close area within any property or facilities. By fact, we don't allow smoking in any room or inside the property.brFee for smoking in the room and / or inside house / apartment $200.00 non refundable.brbrPets;brbrWe are a pet friendly facility, but you should also consider our facilities like your home. We expect that our guest have control and properly supervise their animal. Please, if you are out in search for fun and freedom, leave them in a proper cage with enough food and consider that they have their own necessities.brPet/Dog no more than 20lbs allowed and fee $350 /each, non refundable.brbrFacilities Capacity brbrEach property has a maximum of people allowed. Be advise that at time of booking they all need to be reported, more persons than those reported will be enough reason to request guest to vacate, force an immediate cancellation and no refund will be issue or allowed.brbrBoat SpacebrMax 36” Fee $ 300.00brWater: The normal average consumption of Water to the property is between $100 and $115 por month. Boats require washing and water consumption exceeds quite a bit. Any amount that exceeds $115 per month on the water bill would be require to be paid by Tenant.brWater Deposit $1,000.00, the remaining balance of the $1000 Deposit will be refunded within 2 weeks of departure. brbrless than 20 ft , $300.00br21 - 40 ft , $500.00brbrOthers;brbrOur cancellation policy;brbrA confirm reservation and / or a paid deposits become non refundable, they are the sole guarantee for us to block dates and have property calendar block dates.brbrAlarm;brbrNever leave the house with out it, it protect your property and ours. When sleeping, please consider the sleeping mode.brbrRelocation;brbrWe reserve the right to relocate our guest in emergency cases. If the guest is not satisfy with the property, the host will be given reasonable time to make the necessary corrections. If after everything is corrected, guest still not satisfy we will offer relocation to a similar property. If guest does not allow relocation or is unwilling to and cancel the reservation, no refund can be requested or issue.brbrBooking confirmation brbrWe believe in the seriousness of the business we are doing, we know and understand the concerns and doubts that we all have when making the deposit to separate our dates, however, companies that offer our services have security systems that can help your transaction to be safe and guaranteed.brRules and regulations for reservations:brProperty damage protection can be required as an extra guarantee during any rental.brPersonal identification such as passport or driver license will be required to each person that will sleep in our facilities.brCopy of both sides of the credit card used for the reservation. brCredit card MUST matched personal identification of at least one of the persons sleeping in the property, unless a corporate reservation is in place and prior approval is required. For more details 305-305-9646.brbrMinimum stay is 28 days.

Beautiful Waterfront Villa

Tavernier, Florida, United States

Bed

Bath

Sleeps

$257.2

Beautifully renovated and decorated CBS home on bay side with charming details throughout. Wifi, smart TV and no stairs! Located in Islamorada Key, fishing and diving capital of the world. The house is on a beautiful canal. Fish off the dock or if your lucky, get a glimpse of the manatees that like to swim in the canal.brbrFully equipped kitchen has granite countertops and stainless steel appliances. There is an island in the center with 2 bar stools. The kitchen and island are next to the dining room area with seating for 8 for dinner.brbrThe living room area has a sofa, a love seat, two beautiful wicker chairs and a 65 inch smart TV. In addition, you can relax and play a game of checkers in a seating area.brbrThere is a master bedroom with a queen size bed. There is bedroom with 2 bunk beds (3 twin beds and 1 full size bed). The third bedroom has a twin bed and roll out trundle bed (twin).brbrThe backyard has a beautiful big tiki covered patio canal that has plenty of seating to relax and unwind. Feel the tropical breezes as you enjoy your coffee in the morning or sit on the dock to see the marine life in the canal.brbrWe provide many extras for our guests like linens, for all of the bedding, pillows, blankets, bath and beach towels. brbrIn addition, you can play Pickleball nearby in 8 new dedicated courts in Key Largo, go to walk on the many beaches, or have a meal in the many restaurants nearby. There is plenty to do in the Florida keys.

Beautiful Cottage in Islamorada on canal front! Wifi, Smart TVs and No Stairs!

Tavernier, Florida, United States

Bed

1

Bath

8

Sleeps

$381.35

Consider this house your home away from home while you visit Tavernier. With 3 bedrooms including a king, queen, and twin bed, and 3 bathrooms with showers, this fabulous property is perfect for families or groups of friends. The AC will keep you cool during your stay. You're sure to make fantastic memories with a stay at our place.

Open Bay Paradise

Tavernier, Florida, United States

Bed

Bath