Vacation Condo Rentals By Owner In Islamorada, FL

$1302.29

Spacious Bayfront Home with Heated Pool, Deep Dockage, Kayaks and More

Islamorada, Florida, United States

brbrThe Dock View House is a spacious four-bedroom, four-and-a-half-bath home located within Mermaid's Bay Boutique Estate—a private 3.5-acre bayfront retreat in the heart of downtown Islamorada. The estate features 300' of bayfrontage, a pool and hot tub, protected boat basin and more. Originally built in the 1940s, the home retains its island charm while offering modern comforts and generous indoor-outdoor living.brbr brbr• Resort-style shared amenities, including heated pool and spabr• Sandy beach with hammocks, lounge chairs, and tiki hutbr• Large protected boat basin and small boat rampbr• Complimentary kayaks, paddle boards, and bikesbr• Multiple living spaces: sunlit solarium, large living room, dining roombr• Bayside entry directly to beach and dockbr• Private grill, patio seating, and dedicated parkingbrbr brbr4 Bedrooms (each with private ensuite)brbrLeft Wing:br• Downstairs Bedroom: 2 Queen Bedsbr• Upstairs Bedroom: King Bed + Small adjoining room with sleeper sofabrbrRight Wing:br• Downstairs Bedroom: King Bedbr• Upstairs Bedroom: King Bed + Small office spacebrbr4.5 Bathroomsbr• Four private ensuite bathroomsbr• Two half baths—one in each wing's stairwell hallwaybrbrLiving Areasbr• Chef-style kitchen with modern appliancesbr• Dining room overlooking the waterbr• Large living room and bright solariumbr• Double-sided (non-working) fireplace at the center of the homebr• Large windows with open water views from most roomsbrbrIn-Home Amenitiesbr• Washer/dryerbr• Filtered water dispenserbr• Smart TVs and high-speed Wi-Fibr• Personal safesbr• Starter supplies provided, including toiletries, paper goods, and coffeebrbr brbrThe protected boat basin accommodates boats of various sizes and provides direct access to the Florida Bay. Dockage and trailer storage are included with the stay. A small ramp is available.brbr brbrIdeally located in downtown Islamorada and within easy walking distance to restaurants, breweries, local shops, and popular attractions.brbr brbrRentals are from Friday to Friday. Differing dates may be approved on a case-by-case basis.brbrThis property is locally managed by Solace Properties. Once your booking is confirmed, you'll receive a rental agreement via email to review and sign. Rental payments are processed directly through Solace Properties, while VRBO collects their service fee separately. Solace Properties will be your primary point of contact throughout your stay.

4

Bed

5

Bath

10

Sleeps

$2697.57

/ Nightly

Private Vacation Home

Sprawling Bayfront Estate in Heart of Islamorada with Deep Dockage, Heated Pool, Kayaks and More!

Islamorada, Florida, United States

Welcome to Mermaid's Bay Boutique Estate, an extraordinary bay-front retreat located in the heart of Islamorada. Set behind a private gate and spanning more than 3.5 acres of lush tropical landscape, this secluded estate offers a rare blend of privacy, history, and natural beauty, with over 300 feet of waterfront and sweeping views of the Florida Bay.brbrOriginally built in the 1940s and lovingly preserved, Mermaid's Bay is a hidden gem in the Keys. The estate includes three thoughtfully appointed homes, offering a total of eight bedrooms across the property. Each home is designed to provide its own sense of space and serenity, while still feeling connected to the overall estate. brbrThe spacious main house features four bedrooms, each with its own ensuite bathroom, and is ideal for gathering and entertaining. Two additional cottages, each with two bedrooms and one bathroom, offer charming, private accommodations for couples or smaller families. All three homes include private porches, individual yards, dedicated parking, and well-equipped kitchens, making it easy to settle in and feel at home. Details like outdoor grills, soft linens, and complimentary toiletries are provided to make your stay as seamless as it is comfortable.brbrBeyond the homes, the estate features a resort-style pool and spa, a private beach with hammocks and lounge chairs, a large protected boat basin, a small boat ramp and an array of amenities including kayaks, paddle-boards, and bikes. Whether you're soaking in the sunset from the shoreline or heading out for a day on the water, Mermaid's Bay offers the perfect backdrop for an unforgettable stay in the Florida Keys.brbrRentals are from Friday to Friday. Differing dates may be approved on a case-by-case basis.brbrThe estate can be rented as a whole or as individual units. Please contact us for more information.brbrThis property is locally managed by Solace Properties. Once your booking is confirmed, you'll receive a rental agreement via email to review and sign. Rental payments are processed directly through Solace Properties, while VRBO collects their service fee separately. For any questions or assistance, Solace Properties will be your main point of contact.

Bed

Bath

Sleeps

$383.7

/ Nightly

Condo

Islamorada Bay Harbour 2/2.5 Condo Free DOCK included MONTHLY DISCOUNTS!

Islamorada, Florida, United States

brUnit B106brVillage of Islamorada: License Number: 24-0368. brBOOK MONTHLY AND SAVE $$$$brBay Harbour is a gated community located at MM 75 bayside in Islamorada, FL. brUpgraded unit with designer appointments and a beautiful view!br The location is quiet with the most beautiful blues and greens to make you feel like you have arrived in paradise, without actually leaving the country!brCall me for more information 305-240-0592.brbrThis Immaculate two bedroom condominium has two master suites that each have a freshly remodeled private bathrooms, king beds, large TV's with a split floor plan. brbrThe Great room has expansive glass doors overlooking the basin and ocean, Upgraded furniture make the home comfortable and luxurious. brbrFully equipped/updated gourmet kitchen has stainless appliances and quartz counters. There is a full-size washer and dryer right in the condo. , Comfortable desk to work from home, and great wifi, just bring your laptop.brbrWatch the sunrise in the morning and manatees in the afternoon, from your private screened terrace. Take a dip in the pool or relax in the spa. All this plus private deep water protected dock.brbrRight across the street is a walking, fishing, kite boarding, windsurfing beach. Within a mile is beautiful Ann's beach. Rent a boat, bicycles kayaks or paddle board, and it can be delivered right to your 30' boat dock.brDockage included in rate! Sorry no trailer parking on site. (try Seabird marina).brbrLocated in the heart of the Florida Keys at mile marker 75 in famous Islamorada. Here you’ll find your perfect vacation retreat for your “Keys Getaway”. Largest sport fishing fleet in the world, outstanding restaurants, beautiful reefs and local watering holes await you.brWhether your sport is fishing the deep water or the back country shallows, diving or snorkeling the beautiful reefs, sailing, kayaking, parasailing, windsurfing, or kite boarding, we have it all.brBoat/Fishing: private deep water dock, water, electricity fish cleaning stations, locked storage closet for your gear near dock.brWe are licensed with the State of Florida and Monroe County.

2

Bed

2

Bath

4

Sleeps

$317.6

/ Nightly

Private Vacation Home

Comfortable, Spacious 3-BR, 2-BA-1 level home- DEEP dock on canal, Islamorada

Islamorada, Florida, United States

Your cozy getaway awaits in quiet Venetian Shores at this bright and airy house. Deep water canal! Easy and QUICK access to the Ocean only 2 canals away! With 3 bedrooms including 2 queen beds and 2 twin beds, this marvelous property offers a tranquil escape. Enjoy 2 bathrooms, 1 with tub and 1 with a shower. Plus an queen size futon in the living room. Bright, beautiful view and a 100 foot, deep water dock on canal, great fishing!! Separate living area. Full kitchen with appliances. Gas grill outside. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out. Pet friendly. Free access to Founders Park with pool, beach and pickle ball courts only 1 mile from home. https://fl-islamorada.civicplus.com/435/How-to-Obtain-a-Founders-Park-Guest-Pass

3

Bed

2

Bath

8

Sleeps

$412.27

/ Nightly

Private Vacation Home

Sun Outdoors Islamorada ~ Beautiful Oceanfront 2 Bedroom Home

Islamorada, Florida, United States

Escape to Sun Outdoors Islamorada in the Sport Fishing Capital of the World. Live your best Keys life in this beautifully designed 2 bed, 2 bath oceanfront home in a prime resort location. Start your mornings with coffee on your private balcony as the sun rises over the Atlantic, then spend your days boating, fishing, snorkeling, or diving some of the best waters around. When it’s time to kick back, you’re just minutes from iconic tiki bars, local restaurants, shops, and grocery stores—everything you need for effortless island living. Bring your boat—there’s a marina on site with a slip for up to a 20’ boat, plus resort-style amenities including a pool, beach area, food truck, and a clubhouse with games, ping pong, gym, and fun community events. Sunshine, salt air, ocean views, and laid-back luxury… you just found your new favorite vacation location. brbrPlease inquire about dockage availability and pricing. brbrSun Outdoors Islamorada - Waters Way brMM87 Oceanside brbr28 night minimum. Please inquire for rates and availability.

2

Bed

2

Bath

50

Sleeps

$215.09

/ Nightly

Condo

Cozy 2-Bedroom Condo in Islamorada Plantation By The Sea

Islamorada, Florida, United States

Escape to Islamorada and enjoy the laid-back lifestyle of the Florida Keys in this 2-bedroom, 2-bathroom condo at Plantation by the Sea. This charming getaway offers a comfortable stay in a gated community with fantastic amenities—perfect for your next vacation!brbrStep inside to find an inviting living space with coastal-inspired décor, a fully equipped kitchen, and all the comforts of home. The primary bedroom features a king-size bed and a private ensuite bath, while the second bedroom provides a cozy retreat for family or guests, with easy access to the second full bathroom.brbrYou're just a short walk to the heated pool, fitness room, and sauna. Take a relaxing dip, unwind after a workout, or stroll down to the private fishing pier, where you can soak in the ocean breeze and watch stunning sunrises over the Atlantic.brbrLocated in Islamorada, you're minutes from world-class fishing, delicious waterfront dining, and unique local shops. Whether you're planning a quick escape or an extended stay, this condo offers the perfect mix of comfort and convenience.brbrBook your stay today and experience the best of the Florida Keys! brbrPlease note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.

Bed

Bath

Sleeps

$430.74

/ Nightly

Private Vacation Home

Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures

Islamorada, Florida, United States

Dockside Daydream – Waterfront Paradise in the Florida KeysbrWelcome to Dockside Daydream, your tropical escape in the heart of the Florida Keys. This 3-bedroom, 2-bath waterfront retreat blends laid-back island charm with modern comfort, offering the perfect setting for both relaxation and adventure.brFeatures:br• Prime Waterfront Location – Wake up to sparkling water views and gentle ocean breezes.br• Private Dock & Boat Ramp – Launch your boat, kayak, or paddleboard right from the backyard.br• Private Beach Access – Enjoy sun-soaked days and unforgettable sunset views on your own stretch of sand.br• Outdoor Living – Spacious deck and patio for lounging, dining, and sunset cocktails.br• Island Style Interiors – Bright, airy spaces with coastal-inspired décor.br• Fully Equipped Kitchen – Cook up fresh Keys seafood with ease.br• Comfortable Bedrooms – Cozy, inviting spaces designed for restful nights.br Perfect For couples seeking romance, families craving fun in the sun, or friends ready for a Keys adventure. Whether you’re snorkeling, fishing, boating, or simply unwinding by the water, Dockside Daydream is your gateway to unforgettable memories.

Bed

Bath

Sleeps

$349.85

/ Nightly

Hotel

Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast

Islamorada, Florida, United States

Take a break and experience the laid-back lifestyle in the beautiful Islamorada!brbrThis listing is for a room within a hotel.brbr✦ Your room is 559 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 18 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✦ Pool is available.brbr✦ Free parking lot – 1 space(s).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✦ Pets are welcome with an additional charge of $50.00 (per pet per night). per pet, per night. Up to 2 dogs, max 50lbsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ A mandatory resort fee applies per unit, per night, plus applicable taxes.

Bed

Bath

Sleeps

$382.49

/ Nightly

Hotel

Tropical Paradise Retreat in Islamorada! Pool, Pet-friendly, Free Parking!

Islamorada, Florida, United States

Take a break and experience the laid-back lifestyle in the beautiful Islamorada!brbrThis listing is for a room within a hotel.brbr✦ Your room is 559 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 18 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✦ Pool is available.brbr✦ Free parking lot – 1 space(s).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✦ Pets are welcome with an additional charge of $50.00 (per pet per night). per pet, per night. Up to 2 dogs, max 50lbsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ A mandatory resort fee applies per unit, per night, plus applicable taxes.

1

Bed

1

Bath

4

Sleeps

$382.49

/ Nightly

Hotel

Comfort and Convenience! Swimming Pool, Free Parking, Pets Allowed!

Islamorada, Florida, United States

Take a break and experience the laid-back lifestyle in the beautiful Islamorada!brbrThis listing is for a room within a hotel.brbr✦ Your room is 559 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 18 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✦ Pool is available.brbr✦ Free parking lot – 1 space(s).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✦ Pets are welcome with an additional charge of $50.00 (per pet per night). per pet, per night. Up to 2 dogs, max 50lbsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ A mandatory resort fee applies per unit, per night, plus applicable taxes.

1

Bed

1

Bath

4

Sleeps

$758.25

/ Nightly

Hotel

Best Place to Unwind! 2 Spacious Units, Free Breakfast, Swimming Pool!

Islamorada, Florida, United States

Take a break and experience the laid-back lifestyle in the beautiful Islamorada!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 559 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 18 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✦ Pool is available.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). per pet, per night. Up to 2 dogs, max 50lbsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ A mandatory resort fee applies per unit, per night, plus applicable taxes.

2

Bed

2

Bath

8

Sleeps

$303.79

/ Nightly

Hotel

Prime Location! Onsite Pool, Free Breakfast, Free Parking

Islamorada, Florida, United States

Take a break and experience the laid-back lifestyle in the beautiful Islamorada!brbrThis listing is for a room within a hotel.brbr✦ Your room is 495 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 18 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✦ Pool is available.brbr✦ Free parking lot – 1 space(s).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✦ Pets are welcome with an additional charge of $50.00 (per pet per night). per pet, per night. Up to 2 dogs, max 50lbsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ A mandatory resort fee applies per unit, per night, plus applicable taxes.

Bed

Bath

Sleeps

$424.15

/ Nightly

Apartment

Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast

Islamorada, Florida, United States

Take a break and experience the laid-back lifestyle in the beautiful Islamorada!brbrThis listing is for a room within a hotel.brbr✦ Your room is 559 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 18 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✦ Pool is available.brbr✦ Free parking lot – 1 space(s).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✦ Pets are welcome with an additional charge of $50.00 (per pet per night). per pet, per night. Up to 2 dogs, max 50lbsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ A mandatory resort fee applies per unit, per night, plus applicable taxes.

2

Bed

1

Bath

4

Sleeps

$303.79

/ Nightly

Hotel

Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast

Islamorada, Florida, United States

Take a break and experience the laid-back lifestyle in the beautiful Islamorada!brbrThis listing is for a room within a hotel.brbr✦ Your room is 495 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 18 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✦ Pool is available.brbr✦ Free parking lot – 1 space(s).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✦ Pets are welcome with an additional charge of $50.00 (per pet per night). per pet, per night. Up to 2 dogs, max 50lbsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ A mandatory resort fee applies per unit, per night, plus applicable taxes.

Bed

Bath

Sleeps

$273.42

/ Nightly

Hotel

Just What You Were Looking For! Free Breakfast, Onsite Pool, Free Parking

Islamorada, Florida, United States

Take a break and experience the laid-back lifestyle in the beautiful Islamorada!brbrThis listing is for a room within a hotel.brbr✦ Your room is 904 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 18 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✦ Pool is available.brbr✦ Free parking lot – 1 space(s).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✦ Pets are welcome with an additional charge of $50.00 (per pet per night). per pet, per night. Up to 2 dogs, max 50lbsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ A mandatory resort fee applies per unit, per night, plus applicable taxes.

1

Bed

1

Bath

2

Sleeps

$273.42

/ Nightly

Hotel

Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast

Islamorada, Florida, United States

Take a break and experience the laid-back lifestyle in the beautiful Islamorada!brbrThis listing is for a room within a hotel.brbr✦ Your room is 904 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 18 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✦ Pool is available.brbr✦ Free parking lot – 1 space(s).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✦ Pets are welcome with an additional charge of $50.00 (per pet per night). per pet, per night. Up to 2 dogs, max 50lbsbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ A mandatory resort fee applies per unit, per night, plus applicable taxes.

1

Bed

1

Bath

2

Sleeps

$485.98

/ Nightly

Hotel

The Cove, Age 21 Plus, Guest room, 1 King, Ocean view, Balcony

Islamorada, Florida, United States

Set on 15 oceanfront acres in Islamorada, Three Waters Resort & Marina features island-inspired rooms. Guests enjoy three pools, beach and marina access, on-site dining, a water taxi to sister properties, and guided fishing or water sports for a full Keys experience.brbrThis listing is for a room within a hotel.brbr✦ Your room is 388 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✦ Fitness center is available.brbr✦ Outdoor pool available all year.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $150 USD non-refundable pet fee per room per staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Please note that a fee will apply for smoking in guest rooms.br✦ Pack and Play subject to availability at time or request, free.br✦ Get 10% off + $40 daily breakfast credit (2 guests) on 4+ night stays. Stay: Apr 7–Dec 23, 2026. Book by Jun 30, 2026.

1

Bed

1

Bath

2

Sleeps

$1490.6

/ Nightly

Hotel

4 Guest Room, 2 Queens, Balcony, Free Parking & Pet Friendly

Islamorada, Florida, United States

Set on 15 oceanfront acres in Islamorada, Three Waters Resort & Marina features island-inspired rooms. Guests enjoy three pools, beach and marina access, on-site dining, a water taxi to sister properties, and guided fishing or water sports for a full Keys experience.brbrThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 338 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✦ Fitness center is available.brbr✦ Outdoor pool available all year.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $400 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $150 USD non-refundable pet fee per room per staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Please note that a fee will apply for smoking in guest rooms.br✦ Pack and Play subject to availability at time or request, free.br✦ Get 10% off + $40 daily breakfast credit (2 guests) on 4+ night stays. Stay: Apr 7–Dec 23, 2026. Book by Jun 30, 2026.

Bed

Bath

Sleeps

$855.04

/ Nightly

Hotel

2 Guest Room, 2 Queens, Marina View, Balcony, Free Parking & Pet Friendly

Islamorada, Florida, United States

Set on 15 oceanfront acres in Islamorada, Three Waters Resort & Marina features island-inspired rooms. Guests enjoy three pools, beach and marina access, on-site dining, a water taxi to sister properties, and guided fishing or watersports for a full Keys experience.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 312 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✦ Fitness center is available.brbr✦ Outdoor pool available all year.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $150 USD non-refundable pet fee per room per staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Please note that a fee will apply for smoking in guest rooms.br✦ Pack and Play subject to availability at time or request, free.br✦ Get 10% off + $40 daily breakfast credit (2 guests) on 4+ night stays. Stay: Apr 7–Dec 23, 2026. Book by Jun 30, 2026.

2

Bed

2

Bath

8

Sleeps

$427.52

/ Nightly

Hotel

Guest Room, 2 Queens, Marina View, Balcony, Free Parking & Pet Friendly

Islamorada, Florida, United States

Set on 15 oceanfront acres in Islamorada, Three Waters Resort & Marina features island-inspired rooms. Guests enjoy three pools, beach and marina access, on-site dining, a water taxi to sister properties, and guided fishing or watersports for a full Keys experience.brbrThis listing is for a room within a hotel.brbr✦ Your room is 312 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✦ Fitness center is available.brbr✦ Outdoor pool available all year.brbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $150 USD non-refundable pet fee per room per staybrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Please note that a fee will apply for smoking in guest rooms.br✦ Pack and Play subject to availability at time or request, free.br✦ Get 10% off + $40 daily breakfast credit (2 guests) on 4+ night stays. Stay: Apr 7–Dec 23, 2026. Book by Jun 30, 2026.

1

Bed

1

Bath

4

Sleeps

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