Vacation Rentals By Owner In Islamorada, FL

$276.05

Lovely 2-bedroom house in ocean front resort.

Islamorada, Florida, United States

This Islamorada house boasts 2 inviting bedrooms with 1 full bed and 1 king bed. The serene atmosphere and lovely decor make it a phenomenal retreat for guests. With amenities like a washing machine, hair dryer, WiFi, and AC, you'll feel right at home. The 2 bathrooms offer additional comforts like a bidet. Plus, there's an extra living space with a sofa bed for added convenience. It's easy to see why you'll be able to unwind at our place. While your experience will be private, you will have full access to all of the Sun Outdoors' resort amenities and activities. Including, 2 heated pool, clubhouse, game lawn, billiards, and much more! A social calendar for all guests is always available for those that wish to be more social!brA min of 28 nights is required for these homes.

2

Bed

2

Bath

6

Sleeps

$237.03

/ Nightly

Private Vacation Home

Executive Bay Club R8 ~ 3 Bed / 3 Bath + Loft Townhouse on Plantation Key

Islamorada, Florida, United States

Discover your ideal getaway at this charming seascape in Islamorada! This lovely 3-bedroom, 3-bathroom townhome, complete with an additional loft, accommodates up to 10 guests. With ample amenities to keep you busy such as pickleball, tennis, pool, and beach you’ll be ready to spend your days soaking up the sun and salty air at this bay-side retreat.brbrAs you enter, you'll find a contemporary kitchen outfitted with stainless steel appliances and a coffee bar. The open layout seamlessly connects the kitchen, dining area, and living space, making it great for gatherings. The main floor also features a laundry area, a full bath, and a back patio equipped with a grill. Venture upstairs to discover a master suite with a king-size bed and en-suite bathroom. There are two more guest bedroom, one with a queen bed, and another with a full size bunk and twin size bunk— both sharing a full bath. Additionally, this floor offers a loft with two twin beds, accessible via a ladder. brbrExecutive Bay Club is conveniently located next to Founder's Park, which features an Olympic-sized swimming pool, a children's splash pad, a beach, picnic areas, playgrounds, fitness and walking trails, a basketball court, soccer fields, baseball diamonds, pickleball courts, and a golf driving cage. If you require docking facilities, Plantation Yacht Harbor Marina boasts secure marina access with 80 boat slips available for daily, weekly, monthly, or annual rental. Amenities at the marina include electric, water, sewage pump-out, and fuel sales, along with a boat ramp and dedicated trailer parking. You'll also be just a short distance from some of the best dining and attractions in the Keys, including Marker 88, MEAT Eatery and Taproom, and Rain Barrel Village.brbrAt Executive Bay Club, the activities are endless. The pool and clubhouse were fully remodeled in summer 2025, offering fresh, modern accommodations for guests to enjoy. Spend the day lounging at the private beach, cool off in the sparkling pool, play a round of tennis, or take a sunset stroll to the end of the dock. brbrHave any questions Feel free to ask away! Coastal Vacation Rentals of the Florida Keys is located in the heart of Islamorada and has a full office staff to ensure you have the best vacation possible.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

$1454.47

/ Nightly

Private Vacation Home

Beautiful bayfront house, private pool and dock, right in Downtown Islamorada

Islamorada, Florida, United States

Relaxing is made easy at Coral Cove 8, moving from open, airy living spaces to your own private pool. Bright modern finishes meld with traditional Key West style, Coral Cove 8 offers island living in style. This retreat is just a short walk or kayak from our docks and boat basin to the heart of downtown Islamorada, where you will find great dining, music, spas, art galleries and boutique shopping. Coral Cove 8 offers three bedrooms with ensuite baths, plus a powder room on the main floor. Full kitchen, seated island and living space open out onto our private deck and pool with our docks just beyond and all feature magnificent Bayfront views. Relax, recharge and rejuvenate -- Coral Cove 8 can make your getaway a dream vacation.

Bed

Bath

Sleeps

$426.53

/ Nightly

Private Vacation Home

Peacock Shores Islamorada - Vacation On The Beach!

Islamorada, Florida, United States

The ocean is your front yard at this modern, luxurious townhome hidden away in a small, private seaside community. Enjoy the pool, the beach, the dock and the peacocks! Walk to restaurants or cook at home on your private grill. We are work-from-vacation-home friendly with desk, chair, high speed wifi. Amazing fishing, boating, sightseeing, relaxing and dining experiences are all around you here, come visit and invent your perfect vacation!brbrWelcome to your oceanfront townhome on Millionaire's Row in Islamorada, the Sport Fishing Capital of the World! Take in the sweeping ocean views on every level from the living room, the master bedroom, the screened porches and the rooftop deck. Enjoy the front yard sunrise in the morning and moonrise at night. Amazing bayside sunsets await you on the rooftop deck.brbrYour newly remodeled modern kitchen is equipped with every convenience including stainless appliances, a washer and a dryer, restaurant quality cookware and cutlery (yes, sharp knives and cutting boards!), full place settings for 8 and a large family table. Small appliances include a drip coffee maker, Keurig coffee maker, 4-slice toaster, blender, mixer, slow-cookers. Downstairs you'll find a private 3-burner gas grill with extra propane.brbrNeed to work on your vacation Pop up your desk and pull up your swivel chair anywhere you like, connect to the 100Mbps wifi and enjoy the ocean view.brbrYou'll find big-screen flat panel TVs in the living room and the bedrooms, each equipped with a Roku. Watch cable channels, hundreds of on-demand movies and shows, stream Netflix, Disney, Apple+, etc. A wall-mounted iPad in the kitchen handles TV and streaming duties as well as weather/wind/tide forecasts, recipes, news, sports.brbrThere are hundreds of dining experiences to choose from within minutes of your location, from outdoor picnic tables to ocean- or bay-front verandas to indoor dining and everything in between. Brunch, food trucks, seafood, Italian, pizza, sushi, diner counter seating, white-linen fine dining... Islamorada has it all.brbrYou'll have a guest pass for Founders Park, just a mile south of your townhome bayside. Enjoy the sandy beach, swim or snorkel with colorful fish, visit the olympic pool and the splash park. You'll also have access to the pickle ball and tennis courts, the running trails, the ball fields, batting and golf cages, and the hammock hiking trails.

Bed

Bath

Sleeps

$636.2

/ Nightly

Villa

Isla Key Lime: Boutique Resort, FREE Boat Dockage Sept-Oct Only!

Islamorada, Florida, United States

Short Descriptionbrbr Community amenities: heated pool, boat dock, BBQbr Walk to shops, grocery store, parks, restaurantsbr ️ All bedrooms feature ensuite bathroom br Dog friendly br 24/7 Guest supportbrbrIsla Key lime Villa #3 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, community 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. 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.brbrThe Spacebrbr ️ Living Room: Open-concept living area that features ample seating w/ sectional sofas, modern beach decor. brbr ️ Kitchen: Sleek peninsula with six stools, top-of-the-line appliances, and a modern white design. Perfect for relaxing and culinary adventures alike.brbr♛ Primary Suite 1 provides a generously sized retreat - with calm accents, king size bed, premium bedding, and a luxe primary ensuite bathroom. An oversized shower and sink offer the comforts of home.brbr ️ Bedrooms feature the following amenities:brbr✔ Premium beds, pillows, linensbr✔ Smart TVsbr✔ Ample closet spacesbrbrBedroom 2: King sized bedbrBedroom 3: Queen sized bedbrbr All full ensuite Bathrooms are generously stocked with:brbr✔ Shampoo & conditionerbr✔ Body soapbr✔ Fluffy towelsbr✔ Toilet tissue brbrPrimary Bathroom 1: Single vanity sink, shower and toiletbrBathroom 2: Single vanity sink, shower and toiletbrBathroom 3: Single vanity sink, shower/tub combo and toiletbrHalf-bathroom: Single sink and toiletbrbrOutdoor Paradise brbrEnjoy your coffee or tea on your private outdoor terrace. Top-tier amenities include a bayside boat dock, private community swimming pool, and walking proximity to the best and most popular restaurants, shops, and many other incredible wildlife and fishing attractions. The pool area has lounge furniture, bathrooms, & is heated for year-round swimming. Watch our beautiful sunsets as you sit under the large tiki hut. brbrCommon AreasbrPool + lounge chairs brRestroomsbrTiki area + picnic tables + BBQbrBoat dock brbrBoat Dockage Information: *Dockage is not included with rental reservationbrbr-Dockage is limited and based on availability. *We recommend reserving dockage upon booking.br-Boat dockage will cost $6 per foot, per day between December 13 - August 9th and $4 per foot, per day between August 10 - December 12. br-Floating dock can accommodate 2 boats, for a combined length of 46 feet.br-The concrete dock can accommodate 2 boats, for a combined length of 52 feet.br- Guest(s) are required to complete a boat dockage agreement form (BDA), to reserve boat dockage.br- There is no trailer storage or boat ramp available at Little Basin Villas. Our recommendations for both will be sent along with our boat dockage agreement form.brbrNeighborhood Overviewbrbr*Mile Marker 81.8 on the bayside.brbrBeing located in the heart of Islamorada makes our property accessible to walk to over 10 restaurants, paddle board and kayak the islands, snorkel the reefs and experience the ultimate Keys Life Vacation. There are great bike, running & walking paths in Islamorada….fun for the entire family! brBicycles, paddle boards, & kayaks can be delivered directly to your villa for use during your stay. Islamorada is a serene paradise in the Florida Keys that embodies the essence of island living. With easy access to world-class fishing, diving, and watersports, Islamorada is the ideal destination to experience the natural beauty and laid-back lifestyle of the Keys.brbr Points of Interest: (Distance measured in driving time, non-rush hour) brbr-Islamorada Library Beach Park (1 min walk): Water access on a mangrove channel with amazing play equipment, shaded tables & BBQ facilities. Please note this is temporarily closed for remodel and is expected to open in June 2024.br- Morada Way Arts & Cultural District (3 min): Stroll through art galleries, boutique shops, and enjoy local cuisine at the weekly art walk eventbr- Theater of the Sea (5 min): Enjoy interactive marine shows and swim with dolphins in this unique marine park.br- Robbie's Marina (8 min): Feed the tarpon, dine at waterfront restaurants, and shop for souvenirs at this bustling marina.br- History of Diving Museum (5 min): Explore the fascinating history of scuba diving through exhibits and artifacts.br- Anne's Beach (11 min): Relax on the sandy shores or take a leisurely swim in the calm waters of this picturesque beach.brbrHouse RulesbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrbr**All guests must sign our rental agreement as mandated by Florida Law.**brbr-The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival.br-An accurate guest count must be provided.br-No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000br-No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction.br-Quiet time is from 10pm - 8ambrStarter Supplies:brWe provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first week of your stay. br brSame-Day Bookings: brSame-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00pm. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00pm.br brbrPet Policy:brThis property is dog-friendly with an additional fee of $295, per pet. While staying with us, you are responsible for the actions of your pet. Please keep your dog(s) off the furniture and pick up all waste. All waste should be bagged and disposed of in the outside trash bin. Failure to comply with our pet policy will result in an additional $100 fee. Please let us know if you will be bringing your dog (only dogs are permitted, sorry). brbrMid-Stay Cleaning Requirement:brFor all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days.brIf your reservation is 60 days, two mid-stay cleanings will be required, and so on.brThis helps keep the home maintained during longer stays and ensures everything stays in great condition.brMid-Stay Cleaning Fee: $275brWe'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

Bed

Bath

Sleeps

$594.57

/ Nightly

Villa

Isla Guava: Boutique Resort, FREE Boat Dockage Sept-Oct Only!

Islamorada, Florida, United States

Short Descriptionbrbr Community amenities: heated pool, boat dock, BBQbr Walk to shops, grocery store, parks, restaurantsbr ️ All bedrooms feature ensuite bathroom br 24/7 Guest supportbrbrIsla Key Guava (Villa #4) 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, including pickleball equipment (courts very close by at Gib Reese Park) and a full time Guest Experience Team to assist in making the most of your stay. We welcome you to the Sport Fishing Capital of the World!brbrThe Spacebrbr ️ Living Room: Open-concept living area that features ample seating w/ sectional sofas, modern beach decor. brbr ️ Kitchen: Sleek peninsula with six stools, top-of-the-line appliances, and a modern white design. Perfect for relaxing and culinary adventures alike.brbr♛ Primary Suite 1 provides a generously sized retreat - with calm accents, king size bed, premium bedding, and a luxe primary ensuite bathroom. An oversized shower and sink offer the comforts of home.brbr ️ Bedrooms feature the following amenities:brbr✔ Premium beds, pillows, linensbr✔ Smart TVsbr✔ Ample closet spacesbrbrBedroom 2: King sized bedbrBedroom 3: Queen sized bedbrbr All full ensuite Bathrooms are generously stocked with:brbr✔ Shampoo & conditionerbr✔ Body soapbr✔ Fluffy towelsbr✔ Toilet tissue brbrPrimary Bathroom 1: Single vanity, shower and toiletbrBathroom 2: Single vanity, shower and toiletbrBathroom 3: Single vanity, shower/tub combo and toiletbrHalf-bathroom: Sink, mirror and toiletbrbrOutdoor Paradise brbrEnjoy your coffee or tea on your private outdoor terrace. Top-tier amenities include a bayside boat dock, private community swimming pool, and walking proximity to the best and most popular restaurants, shops, and many other incredible wildlife and fishing attractions. The pool area has lounge furniture, bathrooms, & is heated for year-round swimming. Watch our beautiful sunsets as you sit under the large tiki hut. brbrCommon AreasbrbrPool + lounge chairs brRestroomsbrTiki area + picnic tables + BBQbrBoat dock brbrBoat Dockage Information: *Dockage is not included with rental reservationbrbr-Dockage is limited and based on availability. *We recommend reserving dockage upon booking.brbr-Boat dockage will cost $6 per foot, per day between December 13 - August 9th and $4 per foot, per day between August 10 - December 12. brbr-Floating dock can accommodate 2 boats, for a combined length of 46 feet.brbr-The concrete dock can accommodate 2 boats, for a combined length of 52 feet.brbr- Guest(s) are required to complete a boat dockage agreement form (BDA), to reserve boat dockage.brbr- There is no trailer storage or boat ramp available at Little Basin Villas. Our recommendations for both will be sent along with our boat dockage agreement form.brbrbrNeighborhood Overviewbrbr*Mile Marker 81.8 on the bayside.brbrBeing located in the heart of Islamorada makes our property accessible to walk to over 10 restaurants, paddle board and kayak the islands, snorkel the reefs and experience the ultimate Keys Life Vacation. There are great bike, running & walking paths in Islamorada….fun for the entire family! brBicycles, paddle boards, & kayaks can be delivered directly to your villa for use during your stay. Islamorada is a serene paradise in the Florida Keys that embodies the essence of island living. With easy access to world-class fishing, diving, and watersports, Islamorada is the ideal destination to experience the natural beauty and laid-back lifestyle of the Keys.brbr Points of Interest: (Distance measured in driving time, non-rush hour) brbr-Islamorada Library Beach Park (1 min walk): Water access on a mangrove channel with amazing play equipment, shaded tables & BBQ facilities. br- Morada Way Arts & Cultural District (3 min): Stroll through art galleries, boutique shops, and enjoy local cuisine at the weekly art walk eventbr- Theater of the Sea (5 min): Enjoy interactive marine shows and swim with dolphins in this unique marine park.br- Robbie's Marina (8 min): Feed the tarpon, dine at waterfront restaurants, and shop for souvenirs at this bustling marina.br- History of Diving Museum (5 min): Explore the fascinating history of scuba diving through exhibits and artifacts.br- Anne's Beach (11 min): Relax on the sandy shores or take a leisurely swim in the calm waters of this picturesque beach.brbrHouse RulesbrbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrbr**All guests must sign our rental agreement as mandated by Florida Law.**brbr-The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival.br-An accurate guest count must be provided.br-No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000br-No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction.br-Quiet time is from 10pm - 8ambrbrStarter Supplies:brWe provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first week of your stay. br brSame-Day Bookings: brSame-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00pm. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00pm.br brPet Policy:brPlease note, our home is generally not pet-friendly. However, we are willing to consider accommodating one adult dog (not a puppy) that weighs 35 lbs or less. We charge a $295 pet fee per pet.brbrMid-Stay Cleaning Requirement:brFor all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days.brIf your reservation is 60 days, two mid-stay cleanings will be required, and so on.brThis helps keep the home maintained during longer stays and ensures everything stays in great condition.brMid-Stay Cleaning Fee: $275brWe'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

Bed

Bath

Sleeps

$387.16

/ Nightly

Private Vacation Home

5 Star Modern Oceanfront Islamorada Townhome on the Beach!

Islamorada, Florida, United States

Lazy Daze Beach House is a piece of paradise literally on the Beach! Gorgeous and all new! One King plus set of Full/Twin bunk beds, spacious gourmet kitchen with glass atrium dining. Completely renovated, designer finished, all new gorgeous home, no expense spared! Private oceanfront townhouse located in Islamorada's Port of Call community. 5 minute walk or bike ride to several of Islamorada's best restaurants!brbr*Only 10 units are nestled on this oceanfront piece of paradise along Millionaire's Row in Plantation Key/Islamorada. brbr*Perfect location in heart of Islamorada, the Sport Fishing Capital of the World! 90 minutes from Miami, 20 minutes from Key Largo, 90 minutes to Key West brbr* 2 Bedrooms and 2 1/2 bathsbrbr*Bedding: King, Full bunks, Twin bunksbrbr*Sleeps up to 5 but max of 4 adults due to bunksbrbr*Modern kitchen with quartz countertops, all the gadgets for a gourmet meal including Keurig AND regular coffee pot, all pots and pans, utensils, Kitchen-Aid appliances, built in ice/water on freezer, Washer/dryerbrbr*3 Flat-Screen TV's, all with HD stations, over 1800 On-Demand Movies, voice control (one in each bedroom plus living area)brbr*All new mattresses and linensbrbr*Beautiful direct Atlantic ocean view from unit with Palm Tree breezes from screened oversized porches brbr*1550 square feet, covered carport with room for two carsbrbr*Wifi throughoutbrbr*Built out California Closetsbrbr*Seamless Glass Enclosed Shower in Master Bath, tub/shower in glass enclosed guest bathbrbr* Experience 360 degree views from the roof top deck and look out at the finest Islamorada sunrise and sunsets! brbr*Black out Draperybrbr*Get ready to feel the sand between your toes!brbr*Unit has its own barbeque grill and picnic table. brbr*Community includes heated pool, chickee hut with common area barbecue grills and an ocean front sandy beach. Dock is newly built after Hurricane Irma and contains 10 boat slips. Fish off the the new dock or use the two ladders to lower yourself in and out of the ocean for snorkeling or a casual swim in the Atlantic Ocean!brbr* Grounds are home to several Peacock families with babies! You may see them strolling around or take a walk just north of the property and you will be sure to find them!brbr*This hidden gem awaits you with sandy beach, Atlantic Ocean, sunrise and sunsets and all the comforts of your own home or five star hotel room.brbrCheck out our other VRBO Vacation Rental, Island Dreamz Bay House, Vrbo 2076205brbrState of Florida DPBR Vacation RentalbrLicense #DWE5404235brbrVillage of Islamorada Vacation RentalbrLicense #VR-25-0241

Bed

Bath

Sleeps

$409.07

/ Nightly

Private Vacation Home

Pet Friendly 2BR/2BA Steps from the Water’s Edge with Unparalleled Sunrises

Islamorada, Florida, United States

Welcome to your home away from home in Islamorada, the heart of the Florida Keys. This beautifully designed two-bedroom, two-bathroom residence offers a perfect blend of comfort, style, and convenience in a world-class resort setting. Fully furnished with thoughtful coastal décor, this home invites guests to unwind, relax, and enjoy the serene rhythm of island life. All you need to bring are your flip-flops, sunscreen, and plenty of beach towels—everything else is already here, ready for your stay.brbrFrom the moment you arrive, you’ll be surrounded by the laid-back luxury and scenic beauty that make Islamorada one of the most desirable destinations in the Florida Keys. This residence provides all the essentials for a long-term stay, including a fully equipped kitchen, modern appliances, in-unit laundry, and spacious living areas designed for comfort and connection. With two full bathrooms and generous bedrooms, the home easily accommodates up to six guests, making it ideal for couples, families, or friends traveling together. Every corner of the space reflects coastal elegance, from its soothing color palette to the relaxing island-inspired furnishings.brbrGuests enjoy full access to all resort amenities during their stay. Spend your days lounging by the waterfront resort-style heated swimming pool, or soak up the sun in the oceanfront tanning area where the seabreeze and gentle waves create the ultimate relaxation experience. The resort also features a clubhouse for gatherings, billiards tables, and an outdoor game lawn—perfect for enjoying a casual afternoon with family and friends. For those who love adventure, complimentary kayaks and paddleboards are available, offering the perfect opportunity to explore the turquoise waters surrounding the resort.brbrThe resort’s oceanfront boardwalk provides the perfect place to enjoy morning coffee or an evening stroll as the sun rises or sets over the Atlantic. Whether you prefer quiet moments of reflection or engaging in community activities, this property offers the best of both worlds. The resort’s social calendar is full of events for guests looking to connect with others, yet the peaceful layout ensures that solitude is never far away.brbrJust beyond the resort, you’ll find the charm and culture that make Islamorada so special. Known as the Sport Fishing Capital of the World, the area offers endless opportunities for anglers of all levels—from backcountry flats fishing to deep-sea charters in the open ocean. For water enthusiasts, Islamorada’s reefs and mangroves invite exploration through snorkeling, scuba diving, and eco-tours that highlight the area’s vibrant marine life and clear waters.brbrWhen it’s time to dine, Islamorada offers an impressive variety of options—from fresh seafood and local favorites to fine dining and waterfront cocktails. Many restaurants will even cook your catch after a day of fishing, giving you a true Keys-style dining experience. Within minutes of the property, you’ll find local gems serving everything from sushi and tacos to elegant oceanfront cuisine, ensuring there’s something for every palate.brbrFounders Park, located directly across the street from the resort, is one of Islamorada’s best-kept secrets. This beautiful public park features a sandy beach, swimming area, walking and biking trails, a marina, and pickleball and tennis courts. It’s an ideal destination for guests looking to stay active, enjoy a day by the water, or take in the scenic beauty of the Keys. Whether you want to spend your day lounging on the beach or participating in community recreation, Founders Park provides the perfect complement to your resort experience.brbrInside your home, you’ll find a warm and inviting atmosphere that makes it easy to settle in. The open-concept living area is perfect for entertaining or simply relaxing after a day in the sun. The kitchen comes fully equipped with stainless steel appliances, solid surface countertops, and all the cookware and utensils needed to prepare meals with ease. The dining area flows naturally into the living room, where large windows allow natural light to fill the space and bring in the beauty of the surrounding landscape.brbrEach bedroom is comfortably furnished with quality bedding and ample storage, providing guests with their own peaceful retreat. The two full bathrooms are modern, bright, and equipped with all the essentials you’ll need during your stay. The inclusion of a washer and dryer adds an extra level of convenience, especially for extended stays.brbrGuests who choose to work remotely during their visit will find a peaceful and inspiring environment that’s well-suited for productivity. The home’s layout provides quiet nooks and comfortable seating areas, along with high-speed internet access to ensure a seamless experience for remote work or streaming entertainment.brbrThis home’s elevated design also enhances the view and provides peace of mind with its hurricane-rated construction. You can relax on your balcony or patio and enjoy a mix of ocean glimpses and stunning views of the resort’s landscaped grounds, complete with tropical palm trees, bright flowers, and gently swaying sea breezes. The location provides just the right balance of tranquility and convenience, with easy access to all resort amenities and the best of Islamorada.brbrGuests will appreciate that this property is part of a secure, well-maintained resort community that offers both privacy and connection. Whether you’re here to unwind, explore, or simply enjoy the island lifestyle, this home provides everything you need for a memorable extended stay.brbrA minimum stay of 28 nights is required for this property, making it ideal for those seeking a month-long retreat or an extended seasonal getaway. The home is designed for guests looking for more than just a vacation—it’s for those who want to experience what it truly means to live in the Florida Keys. From morning sunrises to peaceful evenings by the water, every moment here embodies the beauty of island living.brbrCome experience the best of Islamorada in a home that offers both comfort and character. With full resort access, modern amenities, and proximity to beaches, dining, and outdoor recreation, this is the perfect destination for guests who want to combine relaxation, adventure, and the timeless charm of the Florida Keys. Whether you’re visiting for a month or for the season, you’ll quickly discover why life moves a little slower, smiles last a little longer, and every day feels like paradise in Islamorada.brbrMinimum stay: 28 nights. Reservations are now being accepted for guests seeking an extended stay in a resort community that perfectly blends privacy, convenience, and the magic of the Florida Keys.

Bed

Bath

Sleeps

$423.93

/ Nightly

Private Vacation Home

Turtle House Islamorada - 3 Bed/3 Bath Pool Home, Private Beach, Best Location

Islamorada, Florida, United States

Located in the heart of Islamorada, our home sits on a private road with beach access. Enjoy 3 bedrooms with en-suite baths, chef's kitchen with Wolf and Subzero appliances, deck with dining table and seating, pool with tiki hut and tropical surroundings, even a putting green! Bike or walk to the best food and shops. This house is the perfect place to spend a month in paradise!brbrEnjoy secluded outdoor areas, great sunsets, excellent location by the best restaurants the keys has to offer and great quiet neighborhood of long term owners. Feel like a local here!

Bed

Bath

Sleeps

$1148.82

/ Nightly

Private Vacation Home

Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen

Islamorada, Florida, United States

Welcome to your private Islamorada oasis — an oceanfront 4-bed, 3-bath home with a newly renovated gourmet kitchen, bright open living area, and panoramic water views. Located inside Angler’s Reef, this home includes a private 31’ boat slip and direct access to a sandy beach and community pool — Walk to local dining; ideal for families, anglers, and boating groups.brbrThis beautiful coastal home offers 2 living levels with 4-bedrooms and 3 baths. Walk into a brightly decorated, open floor plan, featuring a newly renovated gourmet kitchen including all of the amenities you’ll need for a perfect stay – stainless steel Viking appliances, stone countertops, spacious pantry, and wine cooler. An expansive dining table and spacious living room facing the waterfront that will effortlessly accommodate your large family. Multi-level wraparound porches to take in the ocean views while entertaining outdoors. A queen bedroom and full bathroom, plus a laundry closet with washer and dryer, conveniently complete the main level. brbrThe second floor includes 3 bedrooms. The master bedroom features a king bed, ensuite bathroom with double sinks, and opens up to a spacious covered porch with spectacular views of the Atlantic Ocean. Two bedrooms with 1 king/1 queen bed offering outdoor porch access for breathtaking ocean view. There’s a full bathroom located between these two bedrooms. brbrAngler’s Reef is a beautifully landscaped gated community in Islamorada, the fishing capital of the world. Enjoy the common oceanfront pool & sundecks, sandy beach area for sunbathing or launching complimentary paddle boards and kayaks. In Islamorada, you can swim with dolphins, go dive or snorkel the reefs, sport fish, or just simply enjoy the saltwater life and great restaurants.brbrThis rental includes a private boat slip #21 for up to 31 ft. boat AT NO ADDITIONAL COST - in a protected private marina just steps away.brbrWhat makes this place special:br• Private 31’ boat slip included — launch for offshore sportfishing or park your boat steps from the back porch. br• Gourmet kitchen with Viking appliances, wine cooler — great for group meals.br• Pool + beach access — swim, sunbathe, or paddle to the nearby sandbar.br• Water toys included: kayaks, paddleboards.br• Room for the whole family: 4 bedrooms, spacious dining, two living levels with wraparound porches and sunrise views.br• Fishing & boating hub: minutes to top charters, reef & flats fishing — straight from your dock to prime waters. brbrGuest favorites: “easy dockage for our 30’ boat,” “sunrises from the upper porch,” “perfect for our fishing trip.” brbrCheck-in: 4 PM · Free parking for 2 or 3 smaller cars · Washer/dryer on site · High-speed Wi-FibrbrBook now — calendar fills quickly for holidays and fishing season. Message me if you’d like help with local charter recommendations or provisioning.

Bed

Bath

Sleeps

$595.9

/ Nightly

Villa

Isla Lychee: Boutique Resort, FREE Boat Dockage Sep-Oct Only!

Islamorada, Florida, United States

Short Descriptionbrbr Community amenities: heated pool, boat dock, BBQbr Walk to shops, grocery store, parks, restaurantsbr ️ All bedrooms feature ensuite bathroom br 24/7 Guest supportbrbrIsla 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.brbr The Spacebrbr ️ Living Room: Open-concept living area that features ample seating w/ sectional sofas, modern beach decor. brbr ️ Kitchen: Sleek peninsula with six stools, top-of-the-line appliances, and a modern white design. Perfect for relaxing and culinary adventures alike.brbr♛ Primary Suite 1 provides a generously sized retreat - with calm accents, king size bed, premium bedding, and a luxe primary ensuite bathroom. An oversized shower and sink offer the comforts of home.brbr ️ Bedrooms feature the following amenities:brbr✔ Premium beds, pillows, linensbr✔ Smart TVsbr✔ Ample closet spacesbrbrBedroom 2: King sized bedbrBedroom 3: Queen sized bedbrbr All full ensuite Bathrooms are generously stocked with:brbr✔ Shampoo & conditionerbr✔ Body soapbr✔ Fluffy towelsbr✔ Toilet tissue brbrPrimary Bathroom 1: Single vanity sink, shower and toiletbrBathroom 2: Single vanity sink, shower and toiletbrBathroom 3: Single vanity sink, shower/tub combo and toiletbrHalf-bathroom: Single sink and toiletbrbrOutdoor Paradise brbrEnjoy your coffee or tea on your private outdoor terrace. Top-tier amenities include a bayside boat dock, private community swimming pool, and walking proximity to the best and most popular restaurants, shops, and many other incredible wildlife and fishing attractions. The pool area has lounge furniture, bathrooms, & is heated for year-round swimming. Watch our beautiful sunsets as you sit under the large tiki hut. brbrCommon AreasbrbrPool + lounge chairs brRestroomsbrTiki area + picnic tables + BBQbrBoat dock brbrBoat Dockage Information: *Dockage is not included with rental reservationbrbr-Dockage is limited and based on availability. *We recommend reserving dockage upon booking.brbr-Boat dockage will cost $6 per foot, per day between December 13 - August 9th and $4 per foot, per day between August 10 - December 12. brbr-Floating dock can accommodate 2 boats, for a combined length of 46 feet.brbr-The concrete dock can accommodate 2 boats, for a combined length of 52 feet.brbr- Guest(s) are required to complete a boat dockage agreement form (BDA), to reserve boat dockage.brbr- There is no trailer storage or boat ramp available at Little Basin Villas. Our recommendations for both will be sent along with our boat dockage agreement form.brbrNeighborhood Overviewbrbr*Mile Marker 81.8 on the bayside.brbrBeing located in the heart of Islamorada makes our property accessible to walk to over 10 restaurants, paddle board and kayak the islands, snorkel the reefs and experience the ultimate Keys Life Vacation. There are great bike, running & walking paths in Islamorada….fun for the entire family! brbrBicycles, paddle boards, & kayaks can be delivered directly to your villa for use during your stay. Islamorada is a serene paradise in the Florida Keys that embodies the essence of island living. With easy access to world-class fishing, diving, and watersports, Islamorada is the ideal destination to experience the natural beauty and laid-back lifestyle of the Keys.brbr Points of Interest: (Distance measured in driving time, non-rush hour) brbr-Islamorada Library Beach Park (1 min walk): Water access on a mangrove channel with amazing play equipment, shaded tables & BBQ facilities. Please note this is temporarily closed for remodel and is expected to open in June 2024.br- Morada Way Arts & Cultural District (3 min): Stroll through art galleries, boutique shops, and enjoy local cuisine at the weekly art walk eventbr- Theater of the Sea (5 min): Enjoy interactive marine shows and swim with dolphins in this unique marine park.br- Robbie's Marina (8 min): Feed the tarpon, dine at waterfront restaurants, and shop for souvenirs at this bustling marina.br- History of Diving Museum (5 min): Explore the fascinating history of scuba diving through exhibits and artifacts.br- Anne's Beach (11 min): Relax on the sandy shores or take a leisurely swim in the calm waters of this picturesque beach.brbrHouse RulesbrbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrbr**All guests must sign our rental agreement as mandated by Florida Law.**brbr-The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival.br-An accurate guest count must be provided.br-No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000br-No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction.br-Quiet time is from 10pm - 8ambrbrStarter Supplies:brWe provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first week of your stay. br brSame-Day Bookings: brSame-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00pm. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00pm.br brPet Policy:brPets are not allowed. brbrMid-Stay Cleaning Requirement:brFor all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days.brIf your reservation is 60 days, two mid-stay cleanings will be required, and so on.brThis helps keep the home maintained during longer stays and ensures everything stays in great condition.brMid-Stay Cleaning Fee: $275brWe'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

Bed

Bath

Sleeps

$638.71

/ Nightly

Villa

Isla Mamey: Boutique Resort, FREE Boat Dockage Sept-Oct Only!

Islamorada, Florida, United States

Short Descriptionbrbr Community amenities: heated pool, boat dock, BBQbr Walk to shops, grocery store, parks, restaurantsbr ️ All bedrooms feature ensuite bathroom br Dog friendly br 24/7 Guest support teambrbrIsla Mamey (Villa #5) s 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.brbr The Spacebrbr ️ Living Room: Open-concept living area that features ample seating w/ sectional sofas, modern beach decor. brbr ️ Kitchen: Sleek peninsula with six stools, top-of-the-line appliances, and a modern white design. Perfect for relaxing and culinary adventures alike.brbr♛ Primary Suite 1 provides a generously sized retreat - with calm accents, king size bed, premium bedding, and a luxe primary ensuite bathroom. An oversized shower and sink offer the comforts of home.brbr ️ Bedrooms feature the following amenities:brbr✔ Premium beds, pillows, linensbr✔ Smart TVsbr✔ Ample closet spacesbrbrBedroom 2: King sized bedbrBedroom 3: Queen sized bedbrbr All full ensuite Bathrooms are generously stocked with:brbr✔ Shampoo & conditionerbr✔ Body soapbr✔ Fluffy towelsbr✔ Toilet tissue brbrPrimary Bathroom 1: Single vanity sink, shower and toiletbrBathroom 2: Single vanity sink, shower and toiletbrBathroom 3: Single vanity sink, shower/tub combo and toiletbrHalf-bathroom: Single sink and toiletbrbrOutdoor Paradise brbrEnjoy your coffee or tea on your private outdoor terrace. Top-tier amenities include a bayside boat dock, private community swimming pool, and walking proximity to the best and most popular restaurants, shops, and many other incredible wildlife and fishing attractions. The pool area has lounge furniture, bathrooms, & is heated for year-round swimming. Watch our beautiful sunsets as you sit under the large tiki hut. brbrCommon AreasbrPool + lounge chairs brRestroomsbrTiki area + picnic tables + BBQbrBoat dock brbrBoat Dockage Information: *Dockage is not included with rental reservationbrbr-Dockage is limited and based on availability. *We recommend reserving dockage upon booking.brbr-Boat dockage will cost $6 per foot, per day between December 13 - August 9th and $4 per foot, per day between August 10 - December 12. brbr-Floating dock can accommodate 2 boats, for a combined length of 46 feet.brbr-The concrete dock can accommodate 2 boats, for a combined length of 52 feet.brbr- Guest(s) are required to complete a boat dockage agreement form (BDA), to reserve boat dockage.brbr- There is no trailer storage or boat ramp available at Little Basin Villas. Our recommendations for both will be sent along with our boat dockage agreement form.brbrNeighborhood Overviewbrbr*Mile Marker 81.8 on the bayside.brbrBeing located in the heart of Islamorada makes our property accessible to walk to over 10 restaurants, paddle board and kayak the islands, snorkel the reefs and experience the ultimate Keys Life Vacation. There are great bike, running & walking paths in Islamorada….fun for the entire family! brBicycles, paddle boards, & kayaks can be delivered directly to your villa for use during your stay. Islamorada is a serene paradise in the Florida Keys that embodies the essence of island living. With easy access to world-class fishing, diving, and watersports, Islamorada is the ideal destination to experience the natural beauty and laid-back lifestyle of the Keys.brbr Points of Interest: (Distance measured in driving time, non-rush hour) brbr-Islamorada Library Beach Park (1 min walk): Water access on a mangrove channel with amazing play equipment, shaded tables & BBQ facilities. Please note this is temporarily closed for remodel and is expected to open in June 2024.br- Morada Way Arts & Cultural District (3 min): Stroll through art galleries, boutique shops, and enjoy local cuisine at the weekly art walk eventbr- Theater of the Sea (5 min): Enjoy interactive marine shows and swim with dolphins in this unique marine park.br- Robbie's Marina (8 min): Feed the tarpon, dine at waterfront restaurants, and shop for souvenirs at this bustling marina.br- History of Diving Museum (5 min): Explore the fascinating history of scuba diving through exhibits and artifacts.br- Anne's Beach (11 min): Relax on the sandy shores or take a leisurely swim in the calm waters of this picturesque beach.brbrHouse RulesbrbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrbr**All guests must sign our rental agreement as mandated by Florida Law.**brbr-The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival.br-An accurate guest count must be provided.br-No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000br-No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction.br-Quiet time is from 10pm - 8ambrbrStarter Supplies:brWe provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first week of your stay. br brSame-Day Bookings: brSame-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00pm. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00pm.br brPet Policy:brThis property is dog-friendly with an additional fee of $295, per pet. While staying with us, you are responsible for the actions of your pet. Please keep your dog(s) off the furniture and pick up all waste. All waste should be bagged and disposed of in the outside trash bin. Failure to comply with our pet policy will result in an additional $100 fee. Please let us know if you will be bringing your dog (only dogs are permitted, sorry).brbrMid-Stay Cleaning Requirement:brFor all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days.brIf your reservation is 60 days, two mid-stay cleanings will be required, and so on.brThis helps keep the home maintained during longer stays and ensures everything stays in great condition.brMid-Stay Cleaning Fee: $275brWe'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

Bed

Bath

Sleeps

$568.89

/ Nightly

Villa

Isla Kiwi: Waterfront Boutique Resort, FREE Boat Dockage Sept-Oct Only

Islamorada, Florida, United States

Short Descriptionbrbr Community amenities: heated pool, boat dock, BBQbr Walk to shops, grocery store, parks, restaurantsbr ️ All bedrooms feature ensuite bathroom br Dog friendly br 24/7 Guest supportbrbrIsla Kiwi (Villa #2) 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, 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. 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.br The Spacebrbr ️ Living Room: Open-concept living area that features ample seating w/ sectional sofas, modern beach decor. brbr ️ Kitchen: Sleek peninsula with six stools, top-of-the-line appliances, and a modern white design. Perfect for relaxing and culinary adventures alike.brbr♛ Primary Suite 1 provides a generously sized retreat - with calm accents, king size bed, premium bedding, and a luxe primary ensuite bathroom. An oversized shower and sink offer the comforts of home.brbr ️ Bedrooms feature the following amenities:brbr✔ Premium beds, pillows, linensbr✔ Smart TVsbr✔ Ample closet spacesbrbrBedroom 2: King sized bedbrBedroom 3: Queen sized bedbrbr All full ensuite Bathrooms are generously stocked with:brbr✔ Shampoo & conditionerbr✔ Body soapbr✔ Fluffy towelsbr✔ Toilet tissue brbrPrimary Bathroom 1: Single vanity sink, shower and toiletbrBathroom 2: Single vanity sink, shower and toiletbrBathroom 3: Single vanity sink, shower/tub combo and toiletbrHalf-bathroom: Single sink and toiletbrbrOutdoor Paradise brbrEnjoy your coffee or tea on your private outdoor terrace. Top-tier amenities include a bayside boat dock, private community swimming pool, and walking proximity to the best and most popular restaurants, shops, and many other incredible wildlife and fishing attractions. The pool area has lounge furniture, bathrooms, & is heated for year-round swimming. Watch our beautiful sunsets as you sit under the large tiki hut. brbrCommon AreasbrbrPool + lounge chairs brRestroomsbrTiki area + picnic tables + BBQbrBoat dock brbrBoat Dockage Information: *Dockage is not included with rental reservationbrbr-Dockage is limited and based on availability. *We recommend reserving dockage upon booking.brbr-Boat dockage will cost $6 per foot, per day between December 13 - August 9th and $4 per foot, per day between August 10 - December 12. brbr-Floating dock can accommodate 2 boats, for a combined length of 46 feet. brbr-The concrete dock can accommodate 2 boats, for a combined length of 52 feet.brbr- Guest(s) are required to complete a boat dockage agreement form (BDA), to reserve boat dockage. brbr- There is no trailer storage or boat ramp available at Little Basin Villas. Our recommendations for both will be sent along with our boat dockage agreement form.brbrbrNeighborhood Overviewbrbr*Mile Marker 81.8 on the bayside.brbrBeing located in the heart of Islamorada makes our property accessible to walk to over 10 restaurants, paddle board and kayak the islands, snorkel the reefs and experience the ultimate Keys Life Vacation. There are great bike, running & walking paths in Islamorada….fun for the entire family! brBicycles, paddle boards, & kayaks can be delivered directly to your villa for use during your stay. Islamorada is a serene paradise in the Florida Keys that embodies the essence of island living. With easy access to world-class fishing, diving, and watersports, Islamorada is the ideal destination to experience the natural beauty and laid-back lifestyle of the Keys.brbr Points of Interest: (Distance measured in driving time, non-rush hour) brbr-Islamorada Library Beach Park (1 min walk): Water access on a mangrove channel with amazing play equipment, shaded tables & BBQ facilities. Please note this is temporarily closed for remodel and is expected to open in June 2024.br- Morada Way Arts & Cultural District (3 min): Stroll through art galleries, boutique shops, and enjoy local cuisine at the weekly art walk eventbr- Theater of the Sea (5 min): Enjoy interactive marine shows and swim with dolphins in this unique marine park.br- Robbie's Marina (8 min): Feed the tarpon, dine at waterfront restaurants, and shop for souvenirs at this bustling marina.br- History of Diving Museum (5 min): Explore the fascinating history of scuba diving through exhibits and artifacts.br- Anne's Beach (11 min): Relax on the sandy shores or take a leisurely swim in the calm waters of this picturesque beach.brbrHouse RulesbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrbr**All guests must sign our rental agreement as mandated by Florida Law.**brbr-The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival.br-An accurate guest count must be provided.br-No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000br-No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction.br-Quiet time is from 10pm - 8ambrbrStarter Supplies:brWe provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first week of your stay. br brSame-Day Bookings: brSame-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00pm. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00pm.br brPet Policy:brThis property is dog-friendly with an additional fee of $295, per pet. While staying with us, you are responsible for the actions of your pet. Please keep your dog(s) off the furniture and pick up all waste. All waste should be bagged and disposed of in the outside trash bin. Failure to comply with our pet policy will result in an additional $100 fee. Please let us know if you will be bringing your dog (only dogs are permitted, sorry).. brbrMid-Stay Cleaning Requirement:brFor all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days.brIf your reservation is 60 days, two mid-stay cleanings will be required, and so on.brThis helps keep the home maintained during longer stays and ensures everything stays in great condition.brMid-Stay Cleaning Fee: $275brWe'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

Bed

Bath

Sleeps

$667.66

/ Nightly

Villa

Isla Key Acaí: Waterfront Boutique Resort, FREE Boat Dockage Sep-Oct Only!

Islamorada, Florida, United States

Short Descriptionbrbr Community amenities: heated pool, boat dock, BBQbr Walk to shops, grocery store, parks, restaurantsbr ️ All bedrooms feature ensuite bathroom br Dog friendly br 24/7 Guest support teambrbrIsla Acai (Villa #8) 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.brbr The Spacebrbr ️ Living Room: Open-concept living area that features ample seating w/ sectional sofas, modern beach decor. brbr ️ Kitchen: Sleek peninsula with six stools, top-of-the-line appliances, and a modern white design. Perfect for relaxing and culinary adventures alike.brbr♛ Primary Suite 1 provides a generously sized retreat - with calm accents, king size bed, premium bedding, and a luxe primary ensuite bathroom. An oversized shower and sink offer the comforts of home.brbr ️ Bedrooms feature the following amenities:brbr✔ Premium beds, pillows, linensbr✔ Smart TVsbr✔ Ample closet spacesbrbrBedroom 2: King sized bedbrBedroom 3: Queen sized bedbrbr All full ensuite Bathrooms are generously stocked with:brbr✔ Shampoo & conditionerbr✔ Body soapbr✔ Fluffy towelsbr✔ Toilet tissue brbrPrimary Bathroom 1: Single vanity sink, shower and toiletbrBathroom 2: Single vanity sink, shower and toiletbrBathroom 3: Single vanity sink, shower/tub combo and toiletbrHalf-bathroom: Sink and ToiletbrbrOutdoor Paradise brbrEnjoy your coffee or tea on your private outdoor terrace. Top-tier amenities include a bayside boat dock, private community swimming pool, and walking proximity to the best and most popular restaurants, shops, and many other incredible wildlife and fishing attractions. The pool area has lounge furniture, bathrooms, & is heated for year-round swimming. Watch our beautiful sunsets as you sit under the large tiki hut. brbrCommon AreasbrPool + lounge chairs brRestroomsbrTiki area + picnic tables + BBQbrBoat dock brbrBoat Dockage Information: *Dockage is not included with rental reservationbrbr-Dockage is limited and based on availability. *We recommend reserving dockage upon booking.brbr-Boat dockage will cost $6 per foot, per day between December 13 - August 9th and $4 per foot, per day between August 10 - December 12. brbr-Floating dock can accommodate 2 boats, for a combined length of 46 feet.brbr-The concrete dock can accommodate 2 boats, for a combined length of 52 feet.brbr- Guest(s) are required to complete a boat dockage agreement form (BDA), to reserve boat dockage.brbr- There is no trailer storage or boat ramp available at Little Basin Villas. Our recommendations for both will be sent along with our boat dockage agreement form.brbrNeighborhood Overviewbrbr*Mile Marker 81.8 on the bayside.brbrBeing located in the heart of Islamorada makes our property accessible to walk to over 10 restaurants, paddle board and kayak the islands, snorkel the reefs and experience the ultimate Keys Life Vacation. There are great bike, running & walking paths in Islamorada….fun for the entire family! brBicycles, paddle boards, & kayaks can be delivered directly to your villa for use during your stay. Islamorada is a serene paradise in the Florida Keys that embodies the essence of island living. With easy access to world-class fishing, diving, and watersports, Islamorada is the ideal destination to experience the natural beauty and laid-back lifestyle of the Keys.brbr Points of Interest: (Distance measured in driving time, non-rush hour) brbr-Islamorada Library Beach Park (1 min walk): Water access on a mangrove channel with amazing play equipment, shaded tables & BBQ facilities. Please note this is temporarily closed for remodel and is expected to open in June 2024.br- Morada Way Arts & Cultural District (3 min): Stroll through art galleries, boutique shops, and enjoy local cuisine at the weekly art walk eventbr- Theater of the Sea (5 min): Enjoy interactive marine shows and swim with dolphins in this unique marine park.br- Robbie's Marina (8 min): Feed the tarpon, dine at waterfront restaurants, and shop for souvenirs at this bustling marina.br- History of Diving Museum (5 min): Explore the fascinating history of scuba diving through exhibits and artifacts.br- Anne's Beach (11 min): Relax on the sandy shores or take a leisurely swim in the calm waters of this picturesque beach.brbrHouse RulesbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrbr**All guests must sign our rental agreement as mandated by Florida Law.**brbr-The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival.br-An accurate guest count must be provided.br-No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000br-No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction.br-Quiet time is from 10pm - 8ambrbrStarter Supplies:brWe provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first week of your stay. br brSame-Day Bookings: brSame-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00pm. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00pm.br brPet Policy:brThis property is dog-friendly (only dogs are permitted with a weight limit of 35lbs or less) with an additional fee of $295, per pet. While staying with us, you are responsible for the actions of your pet. Please keep your dog(s) off the furniture and pick up all waste. All waste should be bagged and disposed of in the outside trash bin. Failure to comply with our pet policy will result in an additional $100 fee. Please let us know if you will be bringing your dog (only dogs are permitted, sorry). brbrMid-Stay Cleaning Requirement:brFor all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days.brIf your reservation is 60 days, two mid-stay cleanings will be required, and so on.brThis helps keep the home maintained during longer stays and ensures everything stays in great condition.brMid-Stay Cleaning Fee: $275brWe'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

Bed

Bath

Sleeps

$1878.61

/ Nightly

Private Vacation Home

Private Beach / Private overwater dock / Heated Pool / Mahi Key

Islamorada, Florida, United States

Bed

Bath

Sleeps

$1038.99

/ Nightly

Apartment

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Islamorada, Florida, United States

Bed

Bath

Sleeps

$556.39

/ Nightly

Apartment

Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two

Islamorada, Florida, United States

Bed

Bath

Sleeps

$211.95

/ Nightly

Private Vacation Home

Zesty Lower Matecumbe Condo with Private Beach & Dockage

Islamorada, Florida, United States

It's not every day that you come across a rental like this. This delightful and fun 2 bedroom, 1.5 located in Lower Matecumbe offers a private beach, dockage, and enough charm as you can squeeze in. brbrThe main living space, located on the second floor, has a great open layout making it the perfect space to both entertain and unwind after a long day on the water. With wall-to-wall windows, peekaboo bay views, lively and fun décor, charming wood accents this condo is the perfect home away from home. The third floor offers a guest bedroom with two twin beds, bathroom, and master bedroom with a cozy reading nook and windows with the perfect bay view. The laid-back yet eclectic vibe of this home is gratifying to all and must be experienced.brbrEnjoy your own little slice of paradise from the beach. One of the very few beaches in the Florida Keys, Sandy Pointe offers soft sand, crystal clear waters, and the best sunsets on the island. Feeling more adventurous Hop on your boat and go fishing or take a boat ride to lunch. Placed in one of the most desirable boating locations, you are minutes away from some of the best fishing spots in the world. Enjoy backcountry fishing right in your backyard or hop over to the oceanside via Channel 5 Bridge. brbrLocated in one of Lower Matecumbe's favorite neighborhoods, Sandy Pointe is only minutes away from downtown Islamorada and Marathon. brbr28 day minimum, please inquire for rates and availability. brbrDockage is available on a first come first serve basis. 30' max length. brbrSandy Pointe 108 ~ MM74 Bayside

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$446.41

/ Nightly

Private Vacation Home

LAST MINUTE CHRISTMAS WEEK SPECIAL 400/NIGHT!!!ENJOY PARADISE

Islamorada, Florida, United States

Our house is located in Islamorada, FL, the fishing capital of the world. Our single-family, Key-style home is located in an exclusive gated community of 50 island homes called Angler's Reef. The community includes a beautiful oceanfront pool, a private marina, and two stunning man-made beaches, a rarity in the Florida Keys. A famous sandbar amid turquoise waters is located right in front of the community and can be reached by kayak or boat.brbrOur island home is cleaned professionally and we maintain a non-smoking pet-free environment. The house sleeps four and has a Master bedroom with an en-suite Master bathroom and a large private balcony. The large second bedroom is also a master suite featuring an en-suite bathroom with a tub and a small private balcony. The living area includes a formal dining room and living room, as well as a modern open kitchen. A large queen sofa bed can accommodate two if more sleeping space is needed. A large private porch amid lush tropical gardens with BBQ and white wood rocking chairs. The house is tastefully decorated and equipped for all your needs to enjoy a perfect vacation.brbrOur village offers restaurants for all tastes and prices as well as fun adventures for singles, couples and families. We have numerous unique boutiques and shops, where you can also find rare items. But most important is that you will have the time of your life in our beautiful place in Angler's Reef!brbrNote: Children welcome, non smoking only, pets not allowed, wheelchair inaccesible

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$630.38

/ Nightly

Private Vacation Home

GREAT LOCATION !!! ** White Marlin Beach House, Islamorada FLORIDA KEYS

Islamorada, Florida, United States

Contact owner for rates and availability at (305-431-2006).brRelax in Islamorada, Florida Keys... 'Sport Fishing Capital of the brWorld.' Enjoy deep blue water or back country fishing. Dive, brsnorkel, and swim on a clear, white, sandy beach (rare in the brKeys!). 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 brbirds, and other marine life are all around you. You will cherish brthe 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.brThis charming island home on a deep-water canal features high-beamed brceilings and a 'loft.' The walk-around deck, open floor plan, and brkitchen designed for entertaining make this home an excellent choice brfor a carefree vacation. The home is newly furnished and redecorated brand has two spacious bedrooms each with a private bath. The home is brequipped with High Speed Wireless Internet Access.brThe home's 70-foot boat dock gives easy bay and ocean access and the brprivate beach is a few steps away with its own private access.

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2

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4

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