Vacation Rentals By Owner In Islamorada, FL

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.

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

Islamorada, Florida, United States

Bed

Bath

Sleeps

$480.95

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.

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

Islamorada, Florida, United States

Bed

Bath

Sleeps

$512.43

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.

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

Islamorada, Florida, United States

Bed

Bath

Sleeps

$532.22

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.

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

Islamorada, Florida, United States

Bed

Bath

Sleeps

$524.47

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.

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

Islamorada, Florida, United States

Bed

Bath

Sleeps

$979.86

Located in Islamorada, enjoy what this 3-bedroom villa has to offer. With 2 king beds and 1 queen bed, guests can relax in the enchanting bedrooms. The 3.5 bathrooms are equipped with a shower, bidet, and hair dryer for added convenience. In the extra bonus open room there is a bunk bed and sofa bed for extra sleeping space. Experience an excellent stay with all the great amenities along with the private plunge pool, community pool and private boat dockage. We hope you enjoy what our place and Islamorada has to offer. Lic 26-5008

Villa with private plunge pool, boat dock, & amazing sunsets in Islamorada Fl

Islamorada, Florida, United States

Bed

Bath

Sleeps

$466.47

Welcome to Islamorada, the fishing capital of the world!brbrOVERVIEWbrThis NEWLY FURNISHED home offers DIRECT ACCESS to the Atlantic and is nestled in the middle of Anglers Reef, a top-of-the-line tropical paradise getaway located within minutes of many amazing attractions in the area that are sure to keep you busy. Whether your vacation includes sightseeing, ecological tours, locally produced artisan crafts, hand-feeding giant tarpon, swimming through breathtaking coral reefs, hanging out at the sandbar, relaxing by the water as you watch the sun rays glitter across the water, listening to live music within walking distance, or fishing in the most pristine water Florida has to offer. The Kay K IV out of Whale Harbor Marina offers the highest quality fishing charters in the area. This home's location offers anyone a top-notch, luxurious, affordable, and unforgettable trip to the Florida Keys.brbrBEDROOMSbrShowcasing a spacious master bedroom with a vibrant en suite bathroom with a walk-in shower and an overlooking balcony. The other bedroom offers a large accommodation for sleeping arrangements with a queen and 2 full-sized beds, as well as its own private full bathroom and balcony.brbrLAUNDRYbrNEW large washer and dryerbrbrDOWNSTAIRSbrFeaturing a half-bath and an open floor plan, which facilitates amazing conversations and laughs between the living room, dining room, and kitchen.brbrLIVING ROOMbrNewly furnished with a large, amazingly comfortable family-sized couch and 65-inch ROKU TV are sure to provide amazing entertainment.brbrDINING AREAbrBoasting an intricate root wooden table with 4 chairs and 3 bar stools, Capable of including everyone for big hearty meals. brbrKITCHENbrIncluding bar seating, a dishwasher, sink, full oven and stovetop, microwave, coffeemaker, refrigerator, and other appliances and kitchenware, this roomy kitchen provides enough counter area to prepare any meal you want. brbrBACK PATIObrFurnished with seating to enjoy meals and relax outside in the tropical breeze.brbrCOVERED CAR PORTbrlocated just outside the back door.brbrPRIVATE BEACHbrLocated on either side of the community and offers amazing views of the Atlantic Ocean. Includes patio seating, as well as paddleboards and kayaks for adventurous journeys. brbrLUXURY RESORT POOLbrLocated at the center of the community and overlooks the Atlantic Ocean. It contains chairs, recliners, and a bathroom.brbrBOAT DOCKbrAvailable to any guest for a personal watercraft at an extra cost. Electric and fresh water are included. The vessel size cannot exceed 31 feet overall. Islamarina at Snake Creek offers boat gas and fishing supplies within 1 mile of home.brbrOUR STORYbrOur family has personally vacationed at this community for 18+ years and has yet to find another area as beautiful and incorporated as this one. The close proximity to anything anyone could want from the Florida Keys is unmatched. This is what led us to purchase this cozy home and share it with others to experience this master-class vacation spot in the Florida Keys.

Angler's Reef : Waterfront Beach, Pool, Kayaks & Boat Dock Available

Islamorada, Florida, United States

Bed

Bath

Sleeps

$250.11

Ocean Harbour K-44 - Islamorada's Desirable Ocean Harbour Condominium Complex. Remodeled two-bedroom two bath unit with a contemporary flair. Fabulous location with gorgeous unobstructed ocean views. Screened balcony lets you enjoy the beauty of Ocean Harbour and the serene blue Atlantic Ocean. Twelve professionally landscaped and gated acres at the ocean's edge includes heated swimming pool, spa, two lighted tennis courts, oceanfront clubhouse with terrace and exercise facility, tiki huts with outdoor kitchen, beach and marina. brbrIf booking more than a year in advance current prices may not reflect 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. 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.

Condo

Charming 2-bedroom oceanfront condo in Islamorada, ideal for a tropical getaway.

Islamorada, Florida, United States

Bed

Bath

Sleeps

$630.09

Poolside Maison Matecumbe #302 - Islamorada oceanfront complex...Maison Matecumbe. The unit has one level living with three bedroom and two bath. Fully equipped kitchen with counter bar area and full dining room. The living room offers sliding doors that open into your own private screen porch, just steps away from the pool. This popular destination offers a large resort style swimming pool and hot tub with a gorgeous ocean view. Enjoy grilling your dinner under the tiki hut and relaxing at the beach without even leaving the residence. Maison also, offers covered parking and elevator. Conveniently located in the heart of the Islamorada Village close to shops, restaurants, cafes and boutiques.br If booking more than a year in advance current prices may not reflect 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. brVACATION RENTAL LICENSE: # 24-1223brbrPlease 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.

Condo

Islamorada's Poolside Maison 302, a spacious 3BR condo with resort-style pool in scenic Islamorada.

Islamorada, Florida, United States

Bed

Bath

Sleeps

$529.11

Short Descriptionbrbr Amenities: Free Boat dockage, htd pool, BBQ grill, EV chargerbr Game room br Mins to the famous Islamorada Sandbar by paddle, boat, or kayak!br ️ Comfortable bedrooms with premium amenitiesbr Dog friendly br 24/7 guest support team for a seamless staybrbrThe SpacebrExperience relaxed island living at At the Sandbar, a modern coastal vacation rental located in the private oceanfront Peaceful Palms community in Islamorada. This waterfront townhome is ideal for families, couples, and boating enthusiasts seeking a peaceful Florida Keys getaway with upscale comfort and convenience.brGuests enjoy dock access, oceanfront community amenities, and scenic water views throughout the property. While there is no beach or direct shoreline access, the location is perfect for boating, paddleboarding, fishing, and soaking in the laid-back Keys lifestyle away from crowded tourist areas.brJust minutes from Islamorada's best restaurants, waterfront bars, parks, marinas, and local shops — and a short paddleboard or boat ride to the famous Islamorada Sandbar. This coastal retreat offers the perfect balance of privacy, location, and true Florida Keys charm.brbrWhen you arrive, you'll find a private garage with space for one vehicle (There is a parking spot in front of the villa for an additional vehicle), an EV charger, and an array of AMENITIES YOU WILL LOVE, including: a BBQ grill, two adult bikes, two kid bikes, and two paddleboards. Beyond the garage, the game room awaits, featuring a ping-pong table, life-size Connect Four, wall darts, workout equipment, TV, cozy sofa, board games, and a mini fridge—perfect for hours of entertainment.brbrOn the second floor, the open-concept layout seamlessly connects the kitchen, dining, and living spaces. The kitchen boasts top-of-the-line appliances and a peninsula with seating for six that's ideal for casual dining or morning coffee. The living room is outfitted with two comfortable sofas, a smart TV, and access to a covered balcony. The balcony features two dining areas with picturesque views of the dock, making it an excellent spot for alfresco meals or evening cocktails.brbrFor your convenience, a washer and dryer are located on the third-floor hallway.brbr♛The Primary Suite (3rd floor) provides a generously sized retreat, with calm accents, balcony with water views, king size bed, premium bedding, and a luxe primary ensuite bathroom. A frameless shower and double vanity sink offer the comforts of home.brbr ️ All bedrooms feature the following amenities:brbr✔ Premium beds, pillows, linens, and sheetsbr✔ Smart TVsbr✔ Ample closet spacesbrbrBedroom 1 (Second Floor): Queen-sized bed brBedroom 2 (Third Floor): Queen-sized bed & a twin trundle bedbrPrimary Bedroom 3 (Third Floor): King-sized bedbrbr All full Bathrooms are generously stocked with:brbr✔ Shampoo & conditionerbr✔ Body soapbr✔ Fluffy towelsbr✔ Toilet tissue brbrBathroom 1 (Second Floor): Frameless shower, sink, and toiletbrBathroom 2 (Third Floor): Ensuite, frameless shower, sink, and toiletbrPrimary Bathroom 3 (Third Floor): Ensuite, frameless shower, double vanity sink, and toilet brbr Outdoor ParadisebrRelax and unwind with top-tier amenities, including an oceanside boat dock, private community heated swimming pool, and walking proximity to the best and most popular restaurants, shops, incredible wildlife and fishing attractions. The pool area features lounge furniture, bathrooms, and is heated for swimming year-round. Watch our beautiful sunrises from the comfort of the community's oceanside dock.brbrCommon AreasbrHeated pool + lounge chairsbrRestroomsbrBoat dockbrbrBoat Dockage Information: *Dockage is included with rental reservationbr-Complimentary boat dockage (subject to availability) -Dockage is limited and based on availability. *We recommend reserving dockage upon booking.br-We can accommodate boats up to 24' .br- Contact us to confirm if the dock can accommodate your boat.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 on-site. Our recommendations for both will be sent along with our boat dockage agreement form.brbr Neighborhood OverviewbrBeing 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! brbrKayaks can be delivered for a cost 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: brbr- Famous Islamorada Sandbar is minutes away via boat, kayak, or paddle board!br- Islamorada Library Beach Park (7 min): Water access on a mangrove channel with amazing play equipment, shaded tables & BBQ facilities. br- Morada Way Arts & Cultural District (7 min): Stroll through art galleries, boutique shops, and enjoy local cuisine at the weekly art walk eventbr- Theater of the Sea (4 min): Enjoy interactive marine shows and swim with dolphins in this unique marine park.br- Robbie's Marina (12 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 (15 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 10:00 PM to 8:00 AM. brbrStarter Supplies:brWe provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first three days of your stay.brbrSame-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 2:00 PM. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00 PM.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). brbrRelease of Liability for Recreational EquipmentbrGuests agree to use paddleboards and bikes at their own risk. The property management and owners are not liable for any injuries, damages, or losses related to their use. By using these items, guests release the property management and owners from all claims and liabilities. 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: $285brWe'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

At The Sandbar: Partial Ocean View, Htd Pool, Free Dockage, GameRoom, EV Charger

Islamorada, Florida, United States

Bed

Bath

Sleeps

$206.86

Serene Sunsets from your villa! Sandy Pointe is located in prestigious Port Antigua on Lower Matecumbe. This condo is a comfortable two-bedroom one and a half bath, open dining and living room with bar seating to separate the kitchen. Step outside and relax on your private white natural sandy beach looking out into the bay. This beach is known for its unbelievable sunset views.brIf booking more than a year in advance current prices may not reflect 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. 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.

Condo

Sandy Pointe: Cozy 2BR condo in Islamorada with sandy beach

Islamorada, Florida, United States

Bed

Bath

Sleeps

$385.02

3/2 Waterfront Home in Lower Matecumbe Key in Islamorada, Florida. Featuring a 70' ft private dock with 2 boatlifts (1- 10,000 lbs capacity, 1- 20,000 lb capacity)- both available for rental separately. Home is minutes away from most attractions. brThis beautiful home accommodates up to eight people and is completely decorated.brbrMaster Bedroom has a King-size bed with a flat panel LCD Television. Southern facing window lets in plenty of natural light. Bedroom features a master bath and a walk in closet with ample room for storage.brbrBathroom #2 has a queen sized bed and a private televisionbrbrBathroom #3 has two full size bunk beds and a private television. brbrOne full sized bathroom in addition to master bath is conveniently located by bedrooms.brbrThe living room has an entertainment center with a flat panel LCD Television. Lovely Kitchen /dining area featuring a table for 8. brbrUpstairs balcony extends width of property and contains a BBQ and seating area. brbrDownstairs storage room has a half bath, full size washer & dryer, Ice Machine, Refrigerator, Freezer and plenty of space for Fishing equipment/rod storage. brbrProperty downstairs has an outdoor shower, a fish cleaning station and 2 elevator boat lifts (10k lbs & 20k lbs) available for rental separately. Owner must approve boat lift rental before booking the property if you plan to bring your boat.

Tarpon Bend ocean view with boat lifts

Islamorada, Florida, United States

Bed

Bath

Sleeps

$785.52

Happy Tarpon - A special place for you in the beautiful Florida Keys. Enjoy our recently renovated home in the heart of Islamorada. Furnished for easy tropical living. You can swim in the heated pool after a day on the water Boating, Fishing, lobstering, Sailboarding, Skindiving or Canoeing. Islamorada has it all. Your boat is next to the house in the deep-water boat dock. The dock holds up to a 28' foot boat in the protected canal. You will have direct access to the Back country and world-class flats fishing. It is a short run to the Ocean for world-class deep sea fishing. There is also a fish cleaning station next to the dock with fresh water. brbrThe center-piece of our home is the heated private Pool directly outside the living room and kitchen. Fishermen, kayakers, paddle boarders and canoe enthusiasts alike return year after year. You will love Happy Tarpon. Definitely a great place to relax and enjoy between fishing or scuba or catching lobsters or even sightseeing. !!br brHappy Tarpon has 3 bedrooms and 3 1/2 baths. A full-size laundry. And a fully equipted kitchen. brThe marble floors, comfortable beds and tropical furniture make this home delightful easy living.brHappy Tarpon is centrally located to all that Islamorada has to offer: Walk 1/2 a block to the Lorelei Restaurant and Marina or to other nearby restaurants and activities. We have excellent shopping, dining, fishing, boating and scuba diving in the Florida Keys. brCONTACT OWNER FOR MORE INFORMATIONbrIslamorada, Village of Islands Rental License #26-0321brbrKeywords: Single-family home, Private Heated Pool, Private Boat Dock, Sunset views. On Florida Bay. Beautifully renovated two-story Islamorada house, free Wifi, cable TVs, Easy Access to Back Country Fishing and Ocean Fishing. Peaceful. Private Home. Manatee watching for the docks. Scuba Diving. Kayaking. Paddle Boarding. Snorkeling. Manatees. Fly Fishing. Off-shore fishing. Swimming. Sunbathing. Shopping. Guided Fishing. Bird Watching. Eco tourism. Wildlife viewing. Para sailing. Pier fishing. Wind surfing.

Enjoy Happy Tarpon: Boat Dock - Private Pool - Islamorada Sunsets & Family Fun!

Islamorada, Florida, United States

Bed

Bath

Sleeps

$2531.12

Kara Pan - Islamorada's Premier Oceanfront Estate Home... Kara Pan 1. Discreet Key West style home is situated on a four-acre parcel surrounded by lush landscaping and a natural white sand beach dotted with palm trees. When entering the winding driveway, you will be intrigued with anticipation of the captivating views that are only seconds away. Kara Pan is comprised of five en-suites each with its own personality. Every bedroom suite has French doors that invite you out to the expansive wrap around balcony and gorgeous ocean views. The open concept kitchen, dining room and living room offers families the comfort of dining together. Kara Pan also offers their Carriage House which has one bedroom, one bath, living room and kitchen if you need a little extra space. Enjoy the privacy of your own heated swimming pool, hot tub, tennis and basketball courts. You are in walking distance to many of Islamorada's boutiques, cafes, shops and galleries. The Art Walk is located minutes away within walking distance and is scheduled every third Thursday. Weekly rental rate: $14,500 and monthly rental rates available upon request. The Carriage House is $1000 added to the rate. brVACATION RENTAL LICENSE: 24-0293brIf 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. 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.

Experience luxury in this 5-bedroom oceanfront home in Islamorada, perfect for 12 guests.

Islamorada, Florida, United States

Bed

Bath

Sleeps

$2035.35

Exquisite Oceanfront - Luxury and tranquility await you at this elegant Islamorada oceanfront estate. Drive through a gated entry to your own paradise. The entire property offers spectacular views of the Florida Keys waters and boasts 150 feet of luxurious beachfront living. The main house offers four bedrooms and four bathrooms with a powder room adjacent to the living area. Two king ensuites are located on the main level along with a twin bedroom and shared pool bathroom. The upstairs is dedicated to your own master suite with spa bathroom and cozy living area. French doors open to your private oceanfront veranda to catch the morning sunrise and ocean breezes. Separate one bedroom, one bath guest home. Relax in the infinity edge pool and spa while cooking lunch or dinner at the outdoor grill and bar. Two kayaks, bikes and beach toys are included with the property. VACATION RENTAL LICENSE: 24-0325brIf 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.

Discover luxury in this 5-bedroom exquisite oceanfront pool home in beautiful Islamorada.

Islamorada, Florida, United States

5

Bed

5

Bath

10

Sleeps

$241.01

PROPERTY NAME: Fisherman's Gembr113 Iroquois Drive Islamorada, FloridabrbrLOCATION: Oceanside Canal home with Boat dock and Boat RampbrbrMIMINUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedbrbrMILE MARKER: 74brbr This waterfront, ground-level Islamorada home, featuring lavish amenities and gorgeous views, is destined to be the highlight of your next coastal escape. A lush outdoor space invites you to unwind on the dock, grill up the catch of the day, and grab a kayak for a sunset rowing session. Conveniently located, you'll find Robbie's of Islamorada, Long Key State Park, and the Theater of the Sea, all within an 11-mile radius. Spend a day feeding the famous tarpons, exploring the natural beauty of the Florida Keys, and interacting with exotic marine life. Windley Key Fossil Reef Geological State Park, close by, offers unique geological formations and fossilized coral for nature enthusiasts. Long-term boat rentals are available nearby if you prefer sport fishing, snorkeling, or scuba-diving.brbrStep into this delightful hideaway and be welcomed by sunlit, open-concept living areas bursting with colorful coastal decor. Lounge on the plush sofa to stream your favorite shows on the smart TV, or enjoy your morning coffee on the well-furnished patio as the boats float by. A well-appointed kitchen boasts modern appliances, ample counter space, and everything you need to craft a delicious home-cooked meal. With ultra-high-speed internet perfect for gaming or business activities, this rental is ideal for any work-from-home professionals hoping to get a little work done vacation-style.brbrFollowing a day of fun in the sun, sway in the hammock and let the sound of the waves serenade you to sleep in paradise.

Beautiful Home in a Great Neighborhood with Ocean Access and Boat Ramp on Property

Islamorada, Florida, United States

2

Bed

2

Bath

Sleeps

$370.1

Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily continental breakfast, complimentary self-parking, bike rentals, kayaks, paddleboards, and outdoor BBQ facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 355 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Outdoor pool is available.brAdditional features:br • Heated poolbrbr✦ Free parking lot.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $50 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $29.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). 2 dogs max w/ no breed restrictions. Tax inclusivebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Access To Private Boat Ramp will incur additional charge/nightbrbr✦ Front desk: 8 AM to 9 PM

Apartment

Classic Villa w/ Ocean View & Balcony! Beach Access, FREE Parking & Breakfast

Islamorada, Florida, United States

Bed

Bath

Sleeps

$370.1

Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily continental breakfast, complimentary self-parking, bike rentals, kayaks, paddleboards, and outdoor BBQ facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 355 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Outdoor pool is available.brAdditional features:br • Heated poolbrbr✦ Free parking lot.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $50 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $29.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). 2 dogs max w/ no breed restrictions. Tax inclusivebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Access To Private Boat Ramp will incur additional charge/nightbrbr✦ Front desk: 8 AM to 9 PM

Apartment

Classic Villa w/ Ocean View & Balcony! Beach Access, FREE Parking & Breakfast

Islamorada, Florida, United States

Bed

Bath

Sleeps

$370.1

Each furnished room offers premium bedding and free Wi-Fi. Our pet-friendly private beach resort features a boat ramp and paid parking, heated pool with ocean views, terrace lawn games, daily continental breakfast, complimentary self-parking, bike rentals, kayaks, paddleboards, and outdoor BBQ facilities.brbrThis listing is for a room within a hotel.brbr✦ Your room is 355 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ Outdoor pool is available.brAdditional features:br • Heated poolbrbr✦ Free parking lot.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $50 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $29.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). 2 dogs max w/ no breed restrictions. Tax inclusivebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Access To Private Boat Ramp will incur additional charge/nightbrbr✦ Front desk: 8 AM to 9 PM

Apartment

Relax and Unwind Near Robbie's of Islamorada! FREE Parking & Breakfast, Pool!

Islamorada, Florida, United States

Bed

Bath