Home Vacation Rentals By Owner In Islamorada, FL

Showing 740 Of 764 Vacation Rentals
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$431.9

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Private Vacation Home

Islamorada's Premier Boating Neighborhood; Venetian Shores. A boaters paradise.

Islamorada, Florida, United States

Nestled within the serene surroundings of Islamorada, Florida, awaits a charming oasis at 116 Stromboli Drive. This single-family home, gracefully situated in the heart of one of Florida's most picturesque locations, invites you to embrace coastal living at its finest.brbrTucked away in the tranquil neighborhood of Islamorada, this residence offers the perfect blend of comfort, convenience, and coastal allure. Boasting an address that epitomizes the essence of tropical tranquility, 116 Stromboli Drive is not just a home; it's a retreat—a sanctuary where every day feels like a vacation.brbrStep inside this meticulously crafted abode and discover a spacious layout designed to accommodate modern living while exuding timeless charm. With three bedrooms and two bathrooms spread across approximately 1,728 square feet of thoughtfully designed living space, this residence offers ample room for relaxation and entertainment.brbrAs you enter, you are greeted by an ambiance of warmth and hospitality, characterized by an abundance of natural light that floods the interiors, accentuating the inviting atmosphere. The heart of the home lies within its open-concept living areas, where family and friends can gather effortlessly, creating memories to last a lifetime.brbrThe well-appointed kitchen, complete with contemporary appliances and ample cabinetry, beckons culinary enthusiasts to indulge their passions and create culinary masterpieces. Whether preparing a casual meal or hosting a festive gathering, this culinary haven is sure to inspire.brbrRetreat to the comfort of the private quarters, where tranquility reigns supreme. The spacious bedrooms provide a serene sanctuary to unwind after a long day, while the bathrooms offer a spa-like experience, inviting relaxation and rejuvenation.brbrBeyond the confines of the home, outdoor living takes center stage, courtesy of the expansive lot size of 7,000 square feet. Step outside to discover a lush tropical paradise, where verdant landscaping sets the stage for al fresco dining, leisurely strolls, or simply basking in the Florida sunshine.brbrConveniently located in the coveted ZIP code 33036, residents of 116 Stromboli Drive enjoy easy access to a plethora of amenities and attractions. From pristine beaches and water sports to shopping, dining, and entertainment, the best of Florida living is right at your fingertips.brbrWith its idyllic location, impeccable craftsmanship, and unparalleled charm, 116 Stromboli Drive presents an extraordinary opportunity to embrace the quintessential Florida lifestyle. Whether seeking a permanent residence, a vacation getaway, or an investment opportunity, this coastal retreat offers a rare combination of luxury, comfort, and convenience. Welcome home to 116 Stromboli Drive—where every day feels like a vacation, and paradise awaits at your doorstep.
Bed 3

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Bath 2

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Sleep 6

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$2025.9

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Private Vacation Home

Oceanfront Luxury Residence, Infinity Pool, Rooftop Sunset Terrace, 29 Night Min

Islamorada, Florida, United States

Aurora Sands is an exclusive oceanfront estate in Islamorada brought to you by Your Keys Vacations that is designed for elevated coastal living and extended luxury stays. Overlooking the Atlantic, this modern retreat blends refined design with seamless indoor-outdoor spaces, offering privacy, comfort, and effortless entertaining in the heart of the Florida Keys.brbrThe home features expansive living areas filled with natural light, curated coastal interiors, and panoramic water views throughout. Designed for gathering, Aurora Sands includes two full chef’s kitchens — one indoors and one outdoors — both equipped for large groups with generous seating, multiple cooking and grilling options, ice makers, beverage coolers, and ample prep space.brbrOutside, guests enjoy a private resort-style setting with an infinity-edge pool & jacuzzi, spacious lounge areas, and a rooftop terrace ideal for sunset cocktails or morning coffee overlooking the ocean. The layout was thoughtfully designed for both relaxation and connection, making it perfect for extended family stays, seasonal escapes, or executive retreats.brbrSpacious bedrooms, spa-inspired bathrooms, and high-end finishes throughout create a serene atmosphere that feels both luxurious and welcoming. Enjoy your own private beach while still in close proximity to Islamorada’s best marinas, dining, and excursions, Aurora Sands offers the rare balance of tranquility and convenience.brbrAvailable for extended stays, Your Keys Vacations presents Aurora Sands in Islamorada. New to the luxury rental market, Aurora Sands delivers the privacy of a private estate with the experience of a boutique waterfront resort.
Bed 6

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Bath 6

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Sleep 18

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Exceptional(1)

$580.65

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Private Vacation Home

Canalfront home in Safety Harbour in Islamorada, with 4 bedrooms and a pool.

Islamorada, Florida, United States

Safety Harbour Canalfront - Safety Harbour Canalfront Home. Fabulous, protected dockage right outside your home! This canal front home consists of three bedrooms and two bathrooms upstairs along with an open concept living room, dining room and kitchen with the 4th bedroom and bath located on the ground level with its own private entrance. Beautiful canal side heated swimming pool and 100 feet of protected dockage. Easy access to the bay and the ocean under Channel 5 Bridge. 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.
Bed 4

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Bath 3

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Sleep 8

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$1490.58

/ Nightly
Hotel

Beach Bliss, Just Steps to the Ocean! Outdoor Pool, Near Coral Bay Marina

Islamorada, Florida, United States

Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive into San Pedro Underwater Park. Enjoy scuba, snorkeling, and eco tours nearby!brbrStep into our spacious accommodations, featuring modern furnishings and luxurious amenities. Your room offers a cozy ambiance with plush bedding and elegant decor, providing a peaceful haven for rest. Enjoy a private beach just steps away from your doorstep, or unwind by our relaxing pool. Our property promises an idyllic retreat in the heart of Islamorada's enchanting landscape, ensuring a truly unforgettable escape.brbrPLEASE NOTE:brThis listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.brbr- The property requires a damage deposit of USD 150/night/unit on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.brbr- Early check-in is subject to availability upon arrival.brbr- Following property rules, the minimum age required for check-in is 21years old;brbr- Upon arrival, a mandatory resort fee of US$ 60/night/per unit (plus tax) will be collected, this is not included in the daily rate.brbr- Starting April 21, 2025, the property will operate as a cashless resort.brbrWe're delighted you're considering RoomPick’s curated selection of boutique hotels, condo hotels, and resorts worldwide. This room comes with:brbrTHE SPACEbrbrThis 370sf 1 King Bed, Jr. Suite Coco Plum Oceanfront features:br- 1 King bed;br- Patio;br- Smart TV Streaming services and movies available;br- Coffee maker, Mini fridge;br- Two (2) recyclable in-room bottled waters;br- All linens, towels, and bathroom essentials are provided. You don’t need to bring a thing!!brbrTHE PROPERTYbrbrOur family-friendly property provides the following on-site amenities:br- 24/7 Front desk and Security;br- Beachfront;br- Swimming pool;br- Loungers, umbrellas, and towels by the pool;br- Water sports activities on site;br- Golf course;br- On-site restaurant and bar;br- Bicycle, kayaks, and paddleboards rental;br- Table tennis;br- Kids' outdoor play equipment;br- Electric vehicle charging station;br- 50% off admission to the on-site Florida Keys History and Discovery Center; br- Fishing poles with bait for catch and release; brbrPARKING brParking is available for guests on the property and is free of cost (for 1 car per unit).brbrPET POLICYbrAll rooms are pet friendly. The fee is $100 per night for up to two pets per room with no restrictions on size or breed.  For additional pets, guests may reach out in advance. brbr- Offer complimentary shuttles within a 1.5 mile area and is available from 12 noon to 10 PM - Serviced offered based on first come first served.brbrPlease ensure you have a valid ID for check-in, as it is mandatory for entry.
Bed 1

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Bath 1

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Sleep 2

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$1486.08

/ Nightly
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Best Vacation Choice! Outdoor Pool, Beachfront Location, Pets are Welcome!

Islamorada, Florida, United States

Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive into San Pedro Underwater Park. Enjoy scuba, snorkeling, and eco tours nearby!brbrStep into our spacious accommodations, featuring modern furnishings and luxurious amenities. Your room offers a cozy ambiance with plush bedding and elegant decor, providing a peaceful haven for rest. Enjoy a private beach just steps away from your doorstep, or unwind by our relaxing pool. Our property promises an idyllic retreat in the heart of Islamorada's enchanting landscape, ensuring a truly unforgettable escape.brbrPLEASE NOTE:brThis listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.brbr- The property requires a damage deposit of USD 150/night/unit on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.brbr- Early check-in is subject to availability upon arrival.brbr- Following property rules, the minimum age required for check-in is 21years old;brbr- Upon arrival, a mandatory resort fee of US$ 60/night/per unit (plus tax) will be collected, this is not included in the daily rate.brbr- Starting April 21, 2025, the property will operate as a cashless resort.brbrWe're delighted you're considering RoomPick’s curated selection of boutique hotels, condo hotels, and resorts worldwide. This room comes with:brbrbrTHE SPACEbrbrThis 370sf 1 King Bed, Jr. Suite Orchid King Oceanfront features:br- 1 King bed;br- Patio;br- Oceanfront;br- Two (2) recyclable in-room bottled waters;br- Smart TV Streaming services and movies available;br- Mini fridge;br- All linens, towels, and bathroom essentials are provided. You don’t need to bring a thing!!brbrTHE PROPERTYbrbrOur family-friendly property provides the following on-site amenities:br- 24/7 Front desk and Security;br- Beachfront;br- Swimming pool;br- Loungers, umbrellas, and towels by the pool;br- Water sports activities on site;br- Golf course;br- On-site restaurant and bar;br- Bicycle, kayaks, and paddleboards rental;br- Table tennis;br- Kids' outdoor play equipment;br- Electric vehicle charging station;br- 50% off admission to the on-site Florida Keys History and Discovery Center; br- Fishing poles with bait for catch and release; brbrPARKING brParking is available for guests on the property and is free of cost (for 1 car per unit).brbrPET POLICYbrAll rooms are pet friendly. The fee is $100 per night for up to two pets per room with no restrictions on size or breed.  For additional pets, guests may reach out in advance. brbr- Offer complimentary shuttles within a 1.5 mile area and is available from 12 noon to 10 PM - Serviced offered based on first come first served.brbrPlease ensure you have a valid ID for check-in, as it is mandatory for entry.
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Bath 1

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Sleep 2

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$1490.58

/ Nightly
Hotel

Dive Into Your Dream Vacation! Beachfront, Outdoor Pool, Near Hurricane Monument

Islamorada, Florida, United States

Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive into San Pedro Underwater Park. Enjoy scuba, snorkeling, and eco tours nearby!brbrStep into our spacious accommodations, featuring modern furnishings and luxurious amenities. Your room offers a cozy ambiance with plush bedding and elegant decor, providing a peaceful haven for rest. Enjoy a private beach just steps away from your doorstep, or unwind by our relaxing pool. Our property promises an idyllic retreat in the heart of Islamorada's enchanting landscape, ensuring a truly unforgettable escape.brbrPLEASE NOTE:brThis listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.brbr- The property requires a damage deposit of USD 150/night/unit on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.brbr- Early check-in is subject to availability upon arrival.brbr- Following property rules, the minimum age required for check-in is 21years old;brbr- Upon arrival, a mandatory resort fee of US$ 60/night/per unit (plus tax) will be collected, this is not included in the daily rate.brbr- Starting April 21, 2025, the property will operate as a cashless resort.brbrWe're delighted you're considering RoomPick’s curated selection of boutique hotels, condo hotels, and resorts worldwide. This room comes with:brbrbrTHE SPACEbrbrThis 370sf 1 King Bed, Jr. Suite Orchid King Oceanfront features:br- 1 King bed;br- Patio;br- Oceanfront;br- Smart TV Streaming services and movies available;br- Two (2) recyclable in-room bottled waters;br- Mini fridge;br- All linens, towels, and bathroom essentials are provided. You don’t need to bring a thing!!brbrTHE PROPERTYbrbrOur family-friendly property provides the following on-site amenities:br- 24/7 Front desk and Security;br- Beachfront;br- Swimming pool;br- Loungers, umbrellas, and towels by the pool;br- Water sports activities on site;br- Golf course;br- On-site restaurant and bar;br- Bicycle, kayaks, and paddleboards rental;br- Table tennis;br- Kids' outdoor play equipment;br- Electric vehicle charging station;br- 50% off admission to the on-site Florida Keys History and Discovery Center; br- Fishing poles with bait for catch and release; brbrPARKING brParking is available for guests on the property and is free of cost (for 1 car per unit).brbrPET POLICYbrAll rooms are pet friendly. The fee is $100 per night for up to two pets per room with no restrictions on size or breed.  For additional pets, guests may reach out in advance. brbr- Offer complimentary shuttles within a 1.5 mile area and is available from 12 noon to 10 PM - Serviced offered based on first come first served.brbrPlease ensure you have a valid ID for check-in, as it is mandatory for entry.
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Bath 1

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Sleep 2

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$695.21

/ Nightly
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Beach Getaway! Outdoor Pool, Free Parking, Near Keys History & Discovery Center

Islamorada, Florida, United States

Located on a private beach and close to Indian Key Historic State Park.brbrThis listing is for a room within a hotel.brbr✦ Your room is 370 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 shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ 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 $150 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
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Bath 1

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Sleep 4

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$2765.29

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Have Fun at this Beachfront Paradise with Outdoor Pools, Free Parking!

Islamorada, Florida, United States

Located on a private beach and close to Indian Key Historic State Park.brbrThis listing is for a room within a hotel.brbr✦ Your room is 1070 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.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 shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ 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 $150 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
Bed 2

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Bath 2

Bath

Sleep 6

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$700.81

/ Nightly
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Summer Escapade! Onsite Pool, Steps from the Beach, Pets Allowed, Free Parking!

Islamorada, Florida, United States

Located on a private beach and close to Indian Key Historic State Park.brbrThis listing is for a room within a hotel.brbr✦ Your room is 370 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 shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ 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 $150 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
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Bath 1

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Sleep 4

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$1234.11

/ Nightly
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Your Islamorada Hideaway! Beachfront Accommodation - Onsite Pool, Parking

Islamorada, Florida, United States

Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive into San Pedro Underwater Park. Enjoy scuba, snorkeling, and eco tours nearby!brbrStep into our spacious accommodations, featuring modern furnishings and luxurious amenities. Your room offers a cozy ambiance with plush bedding and elegant decor, providing a peaceful haven for rest. Enjoy a private beach just steps away from your doorstep, or unwind by our relaxing pool. Our property promises an idyllic retreat in the heart of Islamorada's enchanting landscape, ensuring a truly unforgettable escape.brbrPLEASE NOTE:brThis listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.brbr- The property requires a damage deposit of USD 150/night/unit on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.brbr- Early check-in is subject to availability upon arrival.brbr- Following property rules, the minimum age required for check-in is 21years old;brbr- Upon arrival, a mandatory resort fee of US$ 60/night/per unit (plus tax) will be collected, this is not included in the daily rate.brbr- Starting April 21, 2025, the property will operate as a cashless resort.brbrWe're delighted you're considering RoomPick’s curated selection of boutique hotels, condo hotels, and resorts worldwide. This room comes with:brbrTHE SPACEbrbrThis 400sf One Bedroom Ocean View Suite features:br- 1 King bed;br- Living area with a sleeper sofa;br- Ocean view;br- Private patio;br- Two (2) recyclable in-room bottled waters;br- Smart TV Streaming services and movies available;br- Coffee maker, Mini fridge;br- All linens, towels, and bathroom essentials are provided. You don’t need to bring a thing!!brbrTHE PROPERTYbrbrOur family-friendly property provides the following on-site amenities:br- 24/7 Front desk and Security;br- Beachfront;br- Swimming pool;br- Loungers, umbrellas, and towels by the pool;br- Water sports activities on site;br- Golf course;br- On-site restaurant and bar;br- Bicycle, kayaks, and paddleboards rental;br- Table tennis;br- Kids' outdoor play equipment;br- Electric vehicle charging station;br- 50% off admission to the on-site Florida Keys History and Discovery Center; br- Fishing poles with bait for catch and release; brbrPARKING brParking is available for guests on the property and is free of cost (for 1 car per unit).brbrPET POLICYbrAll rooms are pet friendly. The fee is $100 per night for up to two pets per room with no restrictions on size or breed.  For additional pets, guests may reach out in advance. brbr- Offer complimentary shuttles within a 1.5 mile area and is available from 12 noon to 10 PM - Serviced offered based on first come first served.brbrPlease ensure you have a valid ID for check-in, as it is mandatory for entry.
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Sleep 4

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Exceptional(1)

$649.08

/ Nightly
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Escape to Paradise! Beachfront, Outdoor Pool, Near Theater of the Sea

Islamorada, Florida, United States

Escape to oceanfront tranquility at Islander Resort in Islamorada. Enjoy beach access, oceanfront pools, on-site dining, and tropical gardens all in the heart of the Florida Keys. Perfect for couples or friends looking to unwind and soak in the island lifestyle.brbrThis listing is for a room within a hotel.brbr✦ Your room is 370 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 shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ 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 $150 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
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Bath 1

Bath

Sleep 4

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$1869.74

/ Nightly
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Family Getaway! 3 Tropical View Units, Outdoor Pools, Pet-friendly!

Islamorada, Florida, United States

Located on a private beach and close to Indian Key Historic State Park.brbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.brbr✦ Each room is 370 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.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 shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ 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 $450 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
Bed 3

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Bath 3

Bath

Sleep 12

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$1274.57

/ Nightly
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2 Spacious Units, Beachfront Property, Onsite Pool, Free Parking, Pet-friendly!

Islamorada, Florida, United States

Located on a private beach and close to Indian Key Historic State Park.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 370 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.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 shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ 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 $300 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
Bed 2

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Bath 2

Bath

Sleep 8

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Exceptional(1)

$1297.08

/ Nightly
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Better Choice for your Vacation! 2 Comfortable Units, Beachfront, Outdoor Pool

Islamorada, Florida, United States

Located on a private beach and close to Indian Key Historic State Park.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 370 sq. ft, equipped with complimentary toiletries, TV.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.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 shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ 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 $300 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
Bed 2

Bed

Bath 2

Bath

Sleep 8

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$637.81

/ Nightly
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Best Location! Beachfront Property with Outdoor Pool, Pets are Welcome!

Islamorada, Florida, United States

Located on a private beach and close to Indian Key Historic State Park.brbrThis listing is for a room within a hotel.brbr✦ Your room is 370 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 shared pool available all year, opened from 10:00AM to 10:00PM.brbr✦ 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 $150 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $60.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $100.00 (per night). Max 2 pets/room; pet form due at check-inbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
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