Vacation Home Rentals By Owner In Tavernier, FL

$281.69

Enjoy a cozy stay at 169 Sebring Drive, Tavernier, with 3 bedrooms and a private pool.

Tavernier, Florida, United States

This charming home is located in a quiet, peaceful neighborhood on Plantation Key, offering the perfect setting for a relaxing Florida Keys getaway. Upstairs features 3 bedrooms and 1.5 bathrooms, beautifully decorated in a relaxed coastal boho style that creates a bright and inviting space.brbrThe property sits on a large fenced-in lot with a heated pool, giving you plenty of room to relax, entertain, and enjoy the Florida sunshine.brbrDownstairs offers an additional living room space with a kitchenette, with large open doors that lead directly out to the backyard and pool—making it a great setup for entertaining and enjoying indoor-outdoor living.brbrGuests also have access to the neighborhood homeowners park with a boat ramp, making it easy to get out on the water and explore everything the Keys has to offer.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.

3

Bed

1

Bath

6

Sleeps

$397.22

/ Nightly

Private Vacation Home

Oceanside waterfront home in the Florida Keys MM92.5

Tavernier, Florida, United States

Relax with the whole family at this oceanside, canal-front home. Minimum 28 day rental (Monroe County regulations. Located in Tavernier, MM 92, in the heart of the Florida Keys, this house has everything you need! 4-3 (2-2 with sunroom upstairs, and 2-1 downstairs.), sleeps 10 in 6 beds, PLUS two additional sleeper sofas in the sunroom. 75inch TV in living room. TVs in every room. BBQ, smoker, ice maker, two paddle boards. Outdoor seating and dining. Two Hammocks. TV (55 in) outdoors. Washer/Dryer units upstairs AND downstairs. Plenty of parking and amenities. Great for two couples/families renting together since the downstairs space (2-1) is a separate apartment with a private entrance. Dock for 24ft max boat. We’ve put our hearts and souls into our home by the sea! We hope you love it as much as we do!

Bed

Bath

Sleeps

$306.7

/ Nightly

Private Vacation Home

Sandbars/Fishing/Boat Rental Dreamy Keys Gateway Home On The Water!

Tavernier, Florida, United States

Enjoy this spacious, cozy, on the water private home! brbr-Boat Rentalsbr-Fishing Gearbr-Dive Gearbr-On the water br-Ocean Side br- Near Triangle Reef and Rodrigues Key br-20 Min boat right to Tiki Bar br-5 Min boat ride to Adams Cut to get to baysidebr -5 Min boat ride to nearest sandbar to enjoy the day at br-Very Friendly neighborhood br-Boat Ramp down the street at Harry Harris ParkbrPLEASE NOTE: Exterior security cameras at all entryways for safety purposes.br-3 parking spots for vehiclesbrbrWe Offer transportation from any major airport in south Florida as well! Our goal is to make sure you have the best experience possible and have zero worries during your stay. We are committed hosts to our guests.brbrEverything you need for a perfect vacation!

2

Bed

2

Bath

6

Sleeps

$277.76

/ Nightly

Private Vacation Home

Updated Canal Front Home in Indian Waterways

Tavernier, Florida, United States

Perfectly located and fully updated waterfront home with a private dock. Bring your boat and you’re five minutes from the bay, 10 minutes from the ocean, and five minutes to Founder's Park. The home is a 2/2 upstairs with a separate 1/1 downstairs. The downstairs apartment is fully furnished with a full kitchen and a smart TV. There is a wrap-around balcony upstairs and a large, covered space downstairs for outdoor dining and relaxing. A perfectbrGuest accessbrGuests can have access to the entire property or have the option to rent upstairs or down.brOther things to note.brMinimum 28-day rental.

3

Bed

3

Bath

10

Sleeps

$287.07

/ Nightly

Private Vacation Home

Islamorada Canal front Gem, Newly Renovated 2/2, 26’slip and Quick Bay Access

Tavernier, Florida, United States

If your trip revolves around time on the water, this is exactly where you want to be. Located on a quiet canal in the heart of Islamorada, this fully renovated 2BR/2BA home offers protected slip for up to a 26 ft boat and quick, easy access to the bay—no long idle zones or tricky navigation.brbrSpend less time getting there, and more time where it matters: fishing, sandbars, and sunset runs.brbrThe boating setup br* Private dock directly behind the homebr* Calm canal protection (ideal for keeping your boat safe)br* Fast access to Florida Baybr* Easy runs to backcountry fishing, snorkeling, and local sandbarsbr* Plenty of space for gear, coolers, and rinsing down after a day on the water.brbrRecently renovated home with a clean, coastal feel, designed for comfort after long days outside.brbr* 2 spacious bedrooms / 2 full bathroomsbr* Fully equipped and updated kitchenbr* Open living area perfect for relaxing br* Fast WiFi + smart TV in living room in both bedroomsbr* Washer/dryer br* towels/linensbrbrEverything is turnkey, comfortable, and thoughtfully updated.brbr Outdoor livingbrbr* Canalfront seating to unwind after sunsetbr* Space to dine outside or enjoy a drink by the waterbr* Easy indoor/outdoor flow for that classic Keys lifestylebrbrCentrally located in Islamorada, you’re minutes from:br* World-class fishing (backcountry & offshore access)br* Sandbars and shallow-water cruisingbr* Top local restaurants and marinasbrbrTruly is a slice of paradise!

2

Bed

2

Bath

4

Sleeps

$272.52

/ Nightly

Private Vacation Home

Handcrafted Luxury Treehouse - Private Florida Keys Retreat, 28+ Nights

Tavernier, Florida, United States

Live among the treetops in a one-of-a-kind handcrafted retreat - your private Florida Keys home for a month or more.brbrEscape to this luxury treehouse-style home in Tavernier, built by hand by a master carpenter and designed for relaxed stays of 28 nights or longer. Tucked into lush tropical greenery, it feels like a hidden hideaway, yet you are just minutes from world-class fishing, diving, marinas, and the best dining in Islamorada and Key Largo.brbrTHE HOME (sleeps 8)br- Bright upstairs living level with treetop views and an open layoutbr- Marble kitchen with island and bar seating, fully equipped (dishwasher, oven, coffee maker, blender, full dishware)br- Dining table for 8, made for long, easy mealsbr- 4 bedrooms: King primary, two additional queen/double rooms, plus cozy lofts (twin and reading sofa)br- 2 full marble bathrooms; primary with dual showersbr- Smart TV in every bedroom plus the living room, high-speed internet, central A/C and ceiling fans throughoutbrbrOUTSIDE & EXTRASbr- Multiple decks and shaded porches wrapped in trees, plus a private porch off the primarybr- BBQ, outdoor table for 10, and a backyard fire pitbr- Open-air ground level with lounge, games, and a classic Cuban domino tablebr- Level 2 EV charger (Tesla-compatible) on sitebr- Ample parking, including room for a boat or trailer up to ~30 ftbr- Pet-friendly with self check-in via smart lockbrbrPerfect for snowbirds, traveling professionals, remote workers, and families who want privacy, nature, and authentic Keys character for an extended stay. Minimum stay 28 nights.

4

Bed

2

Bath

8

Sleeps

$421.02

/ Nightly

Private Vacation Home

Immaculate, Fully Renovated, Waterfront, Florida Keys Home - Beach Vibes!

Tavernier, Florida, United States

Welcome to our exquisite vacation rental located on the enchanting Peace Avenue in the heart of the Florida Keys. This charming house offers the perfect blend of modern luxury and coastal tranquility, ensuring a truly unforgettable getaway.brbrNestled within this tropical oasis are two spacious bedrooms and two pristine bathrooms, providing comfortable accommodation for up to 10 guests. The entire house has been meticulously designed and renovated just under 2 years ago, ensuring a fresh and inviting atmosphere throughout. A renowned South Florida residential and commercial designer has curated every detail of the interior, combining coastal aesthetics with contemporary comfort.brbrAs you step inside, you'll be greeted by a fully equipped kitchen adorned with sleek appliances and all the amenities needed to craft culinary delights. The living room offers a cozy haven for relaxation, adorned with carefully selected furnishings that embody the laid-back elegance of the Keys. Natural light pours in through the skylight, illuminating the space with a warm and inviting glow.brbrThe true magic of this property, however, lies in its outdoor spaces. A wrap-around balcony encircles the upper level, complete with a full dining area and multiple sitting corners. Here, you can savor your meals amidst gentle breezes, lose yourself in a captivating book, or simply soak in the breathtaking views.brbrBut that's not all – for the adventure enthusiasts, we offer three kayaks ready to take you on a journey of exploration through the intricate mangroves. Embark on a serene kayaking experience, immersing yourself in the untouched beauty of the ecosystem. And if you're a fishing enthusiast, these kayaks provide the perfect opportunity to cast your line and engage in a leisurely fishing session.brbrDescending to the ground level, a resort-style paradise awaits. The covered area offers a selection of plush lounge chairs, an inviting sitting area, and an al fresco dining space. The space has been thoughtfully curated with artificial turf, creating a comfortable and inviting area for various activities. A majestic tree provides ample shade, under which a peaceful sitting area and a hammock beckon for leisurely afternoons.brbrFor those who love outdoor cooking, a dedicated barbecue area stands ready for culinary adventures. The tranquil canal view adds an extra layer of serenity, inviting you to unwind and embrace the waterfront ambiance. Whether you're grilling, lounging, or simply taking in the surroundings, the combination of elements ensures an idyllic experience.brbrWith a location that offers both seclusion and convenience, this vacation rental is the epitome of a Florida Keys retreat. Whether you're basking in the sunlight on the balcony, setting out to explore the mangroves with the kayaks, or enjoying the comfort of the interior, every moment spent here is a memory waiting to be cherished. Book now to secure your place in this slice of paradise on Peace Avenue.brbrNotes and Rules: brWeekly Cleaning of the Property is included in the PricebrNo SmokingbrNo Pets

Bed

Bath

Sleeps

$794.14

/ Nightly

Private Vacation Home

Oceanfront Fishing Paradise with Dockage, Pool, & Pet Friendly

Tavernier, Florida, United States

PLEASE EMAIL WITH ANY AND ALL QUESTIONS!brWelcome to Flipper’s House with breathtaking Atlantic Ocean views and access to world class fishing, snorkeling and diving. Enjoy beautiful sunrises from this large ocean front property with 63 feet of protected deep water dockage. Ocean views from almost every window in this 4-bedroom 3 bath house. Your stay here is what Island living in the Tropical FL Keys is all about. Everything updated and designed for relaxation and comfort.brbrWalk upstairs to find the living and dining rooms, kitchen, 3 bedrooms and 2 bathrooms on the 2nd floor main living area. You will love being in the spacious kitchen that fits the whole family and more! Cook, dine and relax with views from 24 ft of sliding glass doors. Enjoy cable and access to any of your own shows with our 4 smart TVs.brbrThe private master suite is on the 3rd floor with floor to ceiling ocean views. From the windows inside the brand-new shower you can see the local sand bar and great ocean views. The third floor also offer spacious roof top patio with a panoramic view of the Atlantic Ocean and a great place for night time star gazing.brbrPool side features a cabana room with a full-size refrigerator to hold your cold drinks and a 450 LBS ice machine, a must have for the fisherman. Open the room to a bar, lounge chairs, sectional sofa, gas grill, and picnic table. Clean your daily catch at the covered fish cleaning station. There is plenty of covered, shady areas to relax in the pool and lounge chairs or choose to be out in the sun. brbrThe dock can accommodate up to a 33 ft boat. There is a commercial ice maker and full size bait freezer! Included are 2 kayaks for exploring marine life right off the back of the property. Ample parking for cars and trailers.brbrOur home is centrally located at Mile Marker 92 and within minutes to restaurants, shopping and grocery stores.

Bed

Bath

Sleeps

$345.53

/ Nightly

Private Vacation Home

Pet-Friendly Waterfront w/ 45’ Dock & Boat Lift • Bay Access • Sunsets

Tavernier, Florida, United States

Pet-friendly waterfront retreat in a quiet, small, family-friendly neighborhood. Enjoy a secure, fully enclosed lot perfect for kids and dogs, plus a private 45-foot dock with boat lift and direct bay access for effortless days on the water. Relax, fish, boat, or unwind in a peaceful setting designed for making lasting family memories.brbrThe open ground-level area features comfortable seating, a dining space, and a relaxing hammock — perfect for unwinding after a day on the water while enjoying beautiful bay sunset views. A fish-cleaning station and Jet Ski ramp make boating and fishing easy and convenient. Located just minutes from restaurants, a brewery, and grocery shopping. The neighborhood also offers access to a private beach and charming lighthouse.

4

Bed

4

Bath

8

Sleeps

$235.55

/ Nightly

Private Vacation Home

Lanai, Pool & Patios: Waterfront Home in Tavernier

Tavernier, Florida, United States

Pets Welcome w/ Fee | 3 Outdoor Dining Areas | Free WiFi | 1 Mi to Harry Harris BeachbrbrEndless outdoor fun awaits at this charming 2-bedroom, 2-bath vacation rental home in Tavernier, FL! Fire up the grill and take in tranquil canal views while the kids splash in the private pool. After hitting the nearby beach or exploring Rain Barrel Village, curl up with a pet and watch a movie in a room of your choice. Your extended sunny escape is just a click away!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 2 full bedsbrbrOUTDOOR LIVING br- Deck w/ private outdoor poolbr- Lanai w/ dining areabr- 2 covered patios, lounge seating, hammock, ceiling fansbr- Gas grillbr- DockbrbrINDOOR LIVING br- 3 Smart TVs, booksbr- Sectional sofabr- 4-person dining tablebrbrKITCHEN br- Stove/oven, refrigerator, dishwasher, microwavebr- Drip coffee maker (bring your own coffee)br- Dishware/flatware, cooking basicsbr- Trash bags/paper towelsbrbrGENERAL br- Free WiFi br- Central air conditioning/heatbr- Linens/towels, hair dryerbr- Washer/dryer, laundry detergent, iron/boardbrbrFAQbr- Pet fee (paid pre-trip)br- 3 exterior security cameras (facing out)brbrACCESSIBILITYbr- Single-story home, steps to enter brbrPARKINGbr- Driveway (1 vehicle)br- Free street parkingbrbrADDT’L ACCOMMODATIONSbr- An additional 3-bedroom home for 8 guests is available next door with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- Located at the end of a canalbr- 3 miles to Wild Bird Sanctuary - Florida Keys Wild Bird Centerbr- 9 miles to Theater of the Seabr- 6 miles to Rain Barrel Villagebr- 0.9 miles to Harry Harris Beach and Parkbr- 68 miles to Miami Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $300 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires steps to enterbr- Your safety matters. This property features 3 exterior security cameras: 1 camera is located above the driveway facing the parking area, 1 camera is located at the boat ramp facing the boat ramp, and 1 camera is located by the pool facing the pool. The cameras are outward facing and do not look into interior spaces. The cameras are activated by motion and will record video while guests are in residence

2

Bed

2

Bath

6

Sleeps

$241.17

/ Nightly

Private Vacation Home

Waterfront Home w/ Private Hot Tub in Tavernier!

Tavernier, Florida, United States

Pets Welcome w/ Fee | Fishing Dock | Dine Alfresco | Free WiFi | ~ 1 Mi to Harry Harris BeachbrbrYour extended stay in paradise awaits at this charming 3-bedroom, 3-bath vacation rental in Tavernier, FL! Start your mornings taking in tranquil canal views from the deck or gazebo. Later, visit top coastal attractions like John Pennekamp Coral Reef State Park, decompress in the private hot tub, and watch a movie in the living room or any bedroom. Book today!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom Suite 1: 1 king bed br- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 full bedbrbrOUTDOOR LIVING br- Covered deck w/ outdoor dining areabr- Gazebo, hot tub, ceiling fanbr- Dock, fish cleaning table, 2-person outdoor dining areabrbrINDOOR LIVING br- 4 Smart TVsbr- 4-person dining tablebr- 3 en-suite bathroomsbrbrKITCHEN br- Stove/oven, refrigerator, microwavebr- Drip coffee maker (bring your own coffee)br- Dishware/flatware, cooking basicsbr- Trash bags/paper towelsbrbrGENERAL br- Free WiFi br- Central air conditioning/heatbr- Linens/towels, hair dryerbr- Washer/dryer, iron/boardbrbrFAQbr- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- Single-story home, steps to enter brbrPARKINGbr- Driveway (1 vehicle)br- Free street parkingbrbrADDT’L ACCOMMODATIONSbr- An additional 2-bedroom home for 6 guests is available next door with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- Located at the end of a canalbr- 3 miles to Wild Bird Sanctuary - Florida Keys Wild Bird Centerbr- 9 miles to Theater of the Seabr- 6 miles to Rain Barrel Villagebr- 0.9 miles to Harry Harris Beach and Parkbr- 68 miles to Miami Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $300 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires steps to enter

3

Bed

3

Bath

6

Sleeps

$125.41

/ Nightly

Private Vacation Home

Plantation Villas 104B

Tavernier, Florida, United States

Welcome to Plantation Villas!brbrRelax and unwind at this beautiful Plantation Key getaway, ideally situated in the heart of the Upper Keys. This charming condominium comfortably accommodates up to six guests and features three bedrooms and two full baths. Enjoy access to the community pool, where you can take a refreshing dip or lounge under the sun between your island adventures.brbrDesigned with modern comforts, the space offers a warm and inviting atmosphere. The open-concept living area flows seamlessly into a fully equipped kitchen, featuring two refrigerators, a coffee bar, and everything you need to prepare your favorite meals. Step out from the kitchen to the rear porch overlooking the pool, where you can fire up the gas BBQ grill for a laid-back evening meal.brbrThe layout includes a kitchen, living room, dining area, and one full bathroom downstairs, while all three bedrooms are located upstairs. The upper level features two queen bedrooms and a bunk room, along with a full bathroom and a full-size washer and dryer for added convenience. You’ll also enjoy central air conditioning, cable TV, and high-speed internet throughout. Parking is easy with one assigned space in front of the unit and additional guest parking near the clubhouse.brbrYou’re just moments away from some of Islamorada’s best restaurants. Grab a quick bite at Enrico’s Pizza steps from your door, enjoy classic local fare at Old Tavernier, or head to Crooked Palm Cabana for tropical cocktails and wood-fired favorites. Boaters will love the proximity to Plantation Yacht Harbor Marina, only three minutes away. The marina offers 80 slips with full amenities including electric, water, fuel, and trailer parking.brbrIslamorada, often called the “Sportfishing Capital of the World,” is brimming with activities for every type of traveler. Spend your days exploring the crystal-clear waters on a fishing charter or by renting a kayak to paddle through the mangroves. For those who love the beach, Founders Park offers a sandy shoreline, Olympic-sized pool, tennis courts, and shaded picnic areas—perfect for a family outing. Adventurers can snorkel or dive among colorful coral and tropical fish at Alligator Reef, while animal lovers can visit the Theater of the Sea to swim with dolphins or enjoy captivating marine shows. Take a leisurely stroll through Rain Barrel Village, a local favorite for unique art, crafts, and island souvenirs, and be sure to end your day with a stunning sunset dinner at Morada Bay Beach Café or Lorelei Restaurant & Cabana Bar.brbrWhether you’re seeking relaxation, outdoor adventure, or a taste of authentic island life, Plantation Villas is the perfect home base for an unforgettable stay in the Florida Keys.brbrReservation Deposit & Cancellations: A reservation deposit equal to one-half (50%) of the total reservation amount is due at the time of booking. TENANT shall be entitled to a refund of the one-half (50%) reservation deposit, less any non-refundable fees, if the reservation is cancelled at least 60 days prior to the occupancy date. The remaining balance, including any required security deposit, is due no later than 60 days prior to the occupancy date. If the cancellation occurs within 60 days of the occupancy date, the full reservation amount shall be non-refundable. If the booking is made less than 60 days prior to the occupancy date, the full reservation amount shall be due at the time of booking, and TENANT shall not be entitled to a refund of any amounts paid in the event of cancellation. As an exception to the foregoing, TENANT shall be entitled to a refund of all amounts paid if COASTAL re-rents the property for the same amount and for the full rental period. If the property is re-rented for fewer days or at a lower rate, COASTAL may deduct from the refund the difference between the total amount due under TENANT’s original reservation (including all taxes and fees) and the amount received from the subsequent rental. brbrInstant quote prices and calendar availability are subject to change without notice and are not guaranteed. Please contact Coastal Vacation Rentals of the Florida Keys to speak to one of our associates to confirm pricing and availability.

Bed

Bath

Sleeps

$210.26

/ Nightly

Private Vacation Home

Keys Waterfront Getaway: relax, fish, shop, eat...near everything!

Tavernier, Florida, United States

Relax and enjoy the laid-back nature of the Florida Keys in this spacious, clean, well-appointed 3 bedroom, 2 bathroom home on the oceanside. It comes completely equipped for the enjoyment and comfort of up to seven guests on a deep canal with direct ocean access.brThe kitchen boasts an array of serving dishes, silverware, dinnerware, plenty of counterspace and storage, as well as stainless steel appliances. The kitchen opens to the dining room which seats up to ten people. Adjacent to the dining room are two living areas: one featuring a large HDTV with a sofa and two recliners, and the other an underwater mural with additional seating. A card table in one corner can be used for playing games, additional dining or for working/playing on your computer.brThe newly renovated master bedroom has a king size bed, and features colorful, semi-abstract paintings by a local artist. It has a walk-in closet and separate vanity/sink area, and an extra long shower. A second bedroom has a bunk bed: double bed on the bottom and a twin on top. The third updated bedroom has a queen size bed. There is a tub in the whimsical second bathroom.brTo fully enjoy Florida Keys living, spending time outdoors is a must. Downstairs you will find two living areas. Relax in one of the two lounge chairs or eat/play a game at the table adjacent. Turn the corner and you can cook/fry your catch on the barbecue or fryer. The stainless steel table and deep sink will make your food preparation easy and convenient.brOnce ready for water fun, you can cast off the 40' dock en route to the sand bar, deep sea fishing hole, or the bayside through Tavernier Creek. Once back, you can use the outdoor shower to rinse off or the fish cleaning station to prepare your catch for dinner.brHarry Harris Park is just around the corner, featuring a sheltered beach, swimming area with shower, barbecue area, sports facilities, and boat ramp. Local shopping and excellent dining can be enjoyed nearby. The Post Office, Mariner's Hospital, movie theater and supermarket are just four minutes away. By land or by sea, this location is ideal and just one hour away from Miami!

Bed

Bath

Sleeps

$778.26

/ Nightly

Private Vacation Home

Waterfront Home in Islamorada with outdoor kitchen, pool, spa, boat dockage

Tavernier, Florida, United States

Welcome to Tut’s Cay located in Islamorada in the Florida Keys. Our home is centrally located in our favorite part of the FL Keys. We are approx. 90 minutes from Miami and 2 hours from Key West. brbrOur home is designed with families in mind. Our family loves the water and outdoor lifestyle and we hope yours does as well. brbrThe house is a 4 story home with 3,000 sq feet under air. The ground floor has 2 living room areas, 1 bedroom with twin/full sized bunk beds and a well stocked Kitchen. There is access to the pool area as well as outdoor bathroom, dock area, & golf putting green and storage areas. brbrThe 2nd story has 2 bedrooms. One has a large King sized bed and the other has full/twin bunk beds. There are two bathrooms on the second floor. One is a full size bathroom with shower and the other is a smaller bathroom in the kids room. There is a large living room area with 55” Smart TV, Full Size Kitchen with everything you will ever need to cook for yourself and your guests. There is a patio area that overlooks the pool with outdoor seating and lounge area. brbrThe 3rd story is the Master Suite. This is our Large Bedroom with panoramic views of the Ocean, lots of windows and light, a full size bathroom , king sized bed and private patio for relaxing. brbrThe home also has a 4th story and which has a beautiful viewing platform with lounge chairs for watching the Sunset and Sunrise. You can see both the Gulf and Ocean with 360 views from this patio. brbrWe love the water and we hope your family does as well. We take a lot of pride in our outdoor area which features a large pool, jacuzzi, putting green, and newly installed covered outdoor kitchen area. The kitchen area has everything you need to relax and entertain. There is a 50” Smart TV, bar, grill, fridge over head fans for the hot days and beautiful lighting. This includes gas tiki torches which go around the entire pool area, a firepit which we enjoy for smores and story telling. Our pool has LED lighting in both the Jacuzzi and Pool and you can change it to whatever color suites your mood. brbrUpon arrival you will notice the large double lot. This allows for ample parking for both vehicles and boats. There is dockage for a boat up-to 30’ if you have a larger vessel please let us know in advance. Our driveway is about 200 yards from our private community boat-ramp and beach area. In addition we have Paddle Boards and Kayaks for your use on property. brbrWe picked this house because of it’s location and spacious layout. You will be located right on the Northern side of Islamorada. We are close to all of the nice restaurants 2 large supermarkets (Publix & Winn-Dixie) local attractions such as the Theater of the Sea, Scuba Diving Museum, Art Walk, Sunday Farmers Market etc… We are also close to Founders Park which is a great spot for walking the dogs, getting some exercise, playing tennis, basketball and many other activities. brbrOur home is on the Ocean side of the Island. The canal is wide and has very easy access to Tavernier Creek which takes you right to the Gulf of Mexico. So take your pick! We are approx. 4 miles from the Islamorada Sandbar, 7 miles from Alligator Lighthouse (our favorite local snorkeling spot) 10 miles from all of the premiere dive destination’s in Key Largo including John Pennekamp State Park. Just offshore you will find the Islamorada Humps and plenty of wrecks and shallow reefs for bottom fishing etc… You could bring both a flats and a offshore vessel and enjoy everything the Sport Fishing Capitol of the World has to offer. It truly does not get any better. brbrOur home has a nautical theme, everything is modern, updated and clean. We regularly host our friends and family and comfortably sleep up-to 10-12 people. brbrWe have included many pictures of the home, we also have a video on Youtube just search “Tut’s Cay Islamorada” to view. brhttps://www.youtube.com/watch v=msRdGXyI1uobrbrbrGetting into the house is all very easy, we have electronic locks and ring cameras for security. The neighborhood and neighbors are wonderful. We hope you consider and enjoy our special place on your next family vacation. brbrUpon arrival I will stop by within a day to see how everything is going and answer any questions. brbrIf you have any additional questions, please feel free to reach out!

Bed

Bath

Sleeps

$347.82

/ Nightly

Private Vacation Home

Bayfront Paradise in Tavernier

Tavernier, Florida, United States

This beautiful new home built in 2020 has unobstructed views of Florida Bay. Enjoy wonderful front row seats to the Florida Keys sunset from the spacious L-shaped deck on the second floor! If you prefer to stay inside, you can watch the sunset while preparing a meal in the kitchen, lounging in the living room, or even from the bedrooms! This house has a private dock to keep your boat and space for a trailer.brbrThe interior features an open layout with bay views from every room. The first two bedrooms have king sized beds while the third bedroom has bunkbeds with a full sized mattress on the bottom bunk, twin sized top bunk and twin sized trundle. brbrBring your boat or jet ski and enjoy the best diving, fishing, and sandbars The Florida Keys has to offer. We are located one hour and 15 minutes away from the Miami International Airport, 15 minutes from John Pennekamp Coral Reef State Park, 15 minutes from Theater of The Sea, one hour from Bahia Honda State Park and two hours from Key West.

3

Bed

3

Bath

8

Sleeps

$181.66

/ Nightly

Private Vacation Home

Tranquil 3-bedroom house in Tavernier

Tavernier, Florida, United States

Welcome to your relaxing getaway in Tavernier, Florida! This comfortable house sleeps 5 guests, making it ideal for families, couples, or small groups. You’ll love being just minutes from Harry Harris Park — with its calm, protected beach, playground, picnic areas, and boat ramp, it’s perfect for beach days, BBQs, and outdoor fun. Whether you want to swim, relax under the palms, or launch a boat, it’s all right nearby. After a day of sunshine and adventure, come back to unwind in our cozy home, enjoy quiet evenings, and sleep soundly.brbrOther close attractions include John Pennekamp Coral Reef State Park, Laura Quinn Wild Bird Sanctuary, Old Settlers Park, and Theatre of the Sea

Bed

Bath

Sleeps

$264.09

/ Nightly

Private Vacation Home

Experience stunning views at Harborview Conch House, a cozy 2-bedroom retreat in Tavernier.

Tavernier, Florida, United States

Welcome to your perfect slice of Old Florida paradise! Tucked away on a spacious waterfront lot, this classic Keys cottage on Harborview Drive captures everything we love about island living—laid-back, breezy, and full of charm.brbrThis property sits right on the open water with postcard-worthy views and some of the best boating access in the Upper Keys. With an impressive amount of dockage, there's plenty of room for your boats, jet skis, or kayaks—bring all the toys and get ready to spend your days exploring the clear blue waters of Florida Bay or zipping out to the Atlantic.brbrThe home itself is cozy, cheerful, and full of personality, with that timeless Keys cottage feel. Think warm wood tones, vintage touches, and a relaxed, welcoming vibe throughout. Outside, there's plenty of room to spread out, entertain, or just unwind under the swaying palms. The lot is oversized and beautifully maintained, giving you both privacy and space to enjoy the outdoors.brbrWhether you're sipping coffee on the water's edge, heading out for a sunset cruise, or just soaking in the slow pace of life in Tavernier, this spot offers everything you need for an unforgettable stay in the Keys.brbrPlease 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.

Bed

Bath

Sleeps

$293.86

/ Nightly

Private Vacation Home

Spacious 3 bedroom home in Plantation key with 30 foot dock

Tavernier, Florida, United States

Make wonderful memories at this unique and family-friendly waterfront townhouse located on a deep-water canal with 30 foot dock in Tavernier in the Florida Keys. Experience the keys life with fishing, gorgeous sunsets, and even occasional manatee visits in your own backyard! The home has a brand new Hot tub that can seat up to 8 people. Conveniently located near the Gulf of Mexico and short distance from the Atlantic Ocean. Close to popular hotspots like Mile Marker 88 in Islamorada and Tiki Bar. Parks, supermarkets, and shopping centers are close by.

3

Bed

2

Bath

8

Sleeps

$256.29

/ Nightly

Private Vacation Home

Fabulous townhome in Tavernier

Tavernier, Florida, United States

Spacious End-Unit Townhome in Sunset Hammock Tropical Tranquility AwaitsbrbrNestled in the exclusive, gated community of Sunset Hammock on Florida Bay in Tavernier, this end-unit townhome offers an ideal island-living retreat with resort-style amenities.brbrKey Features & EnhancementsbrTwo-Level End-Unit & Open Floor PlanbrEnjoy extra natural light and privacy as an end unit, spread across two living levels with a generous, open layout.brbrInviting Ground-Floor EntrybrA private covered carport connects to the foyer, welcoming you into the home with ease.brbrBright, Airy Main Living AreabrThe second level unfolds into a spacious, light-filled living space with soaring cathedral ceilings and a conveniently located updated half bath.brbrScreened Living Extensions & Natural ViewsbrTriple sliders open to a lovely screened patio overlooking lush tropical landscaping, offering seamless indoor-outdoor living.brbrUpdated Kitchen with Patio EscapebrThis light-filled kitchen features quartz countertops, stainless steel appliances, tiled backsplash, LED lighting, pantry cabinetry and even a private morning patio for your coffee.brbrTwo Bedrooms, Two Full Baths & Private BalconiesbrBoth the master and guest bedrooms feature en-suite bathrooms and private balconies that overlook the natural hammock and tropical landscaping perfect for peaceful retreats and enhanced privacy.brbrIn-Unit Laundry - Washer/Dryer brbrCommunity & Waterfront Lifestyle:brResort-Style Community AmenitiesbrJust steps away, enjoy a heated/chilled pool, spa pool, and clubhouse. The tranquil grounds also feature tennis courts, a basketball half court, lagoon walking paths, and an ice machine.brbrGuest Paradise, outdoor adventure at your doorstepbrA bayside dock with tiki-style sunset views. brLaunch a paddleboard or kayak, snorkel in the bay, or simply relax in the serene tropical environment perfect for both activity and calm.brbrPremier Location in TavernierbrSituated at the southern end of Key Largo, you're ideally positioned to enjoy premier fishing, diving, boating, shopping, restaurants, and breweries throughout Key Largo and nearby Islamorada.brbrLease Termbr Minimum duration: Two (2) months.br Possession & payment: Last month's rent is due at signing.brbrPets Policybr No pets of any kind are allowed. This includes animals such as cats, dogs, birds, or reptiles.brbrSmoking Policybr Smoking is strictly prohibited inside the premises. br This includes tobacco, e-cigarettes, vaporizers, cannabis (smoked), and similar products.br Breach of this policy constitutes a material violation and may result in lease termination and remediation costs.brbrUtilitiesbrTenant is responsible for all utility charges, including but not limited to water and electricity. brIf any utilities are unmetered, Tenant may pay a proportionate share determined by the Landlord.

2

Bed

2

Bath

4

Sleeps

$239.75

/ Nightly

Private Vacation Home

Quiet Tavernier townhome with optional boat slip

Tavernier, Florida, United States

60 day minimum rental required. Recently renovated this 2 bedroom, 2.5 bath townhome is nestled in a gated community with beautiful landscape, a bay front view with the best sunsets found in the Keys and easy access to fishing either on the bay or ocean side. It has great space and is off the beaten path from other townhome rentals in the area. The complex has a pool, hot tub, and tennis court. The unit sleeps comfortably 4 to 6 people with a king size bed in the master, twin beds in the guest room and a fold out queen sofa bed. The unit has all you will need to enjoy a great Keys getaway including Wi-Fi, a full kitchen, bath sheets, towels, washer/dryer, and gas grill. A canoe is available for those mornings or late afternoon rides through the mangroves. A full size grocery store is only a few miles away as well as great restaurants and unique local shops and boutiques. This unit is ready for immediate occupancy. The Sunset Hammock community is extremely friendly and loves their sunsets too. Additional amenities include a club house, boat ramp, boat slip (available), fish cleaning station, ice machine and charcoal grill at the dock. Once you have been to Sunset Hammock you will want to come back every year! Please feel free to email us with any questions.

2

Bed

2

Bath

6

Sleeps

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