Bed and Breakfast in Islamorada, FL

120 available b&b offers

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Islamorada, FL bed and breakfast
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120 Bed and Breakfasts in Islamorada, FL

Best Islamorada, FL bed and breakfasts with breakfast included

2 Separate Unites W/2 Bedrooms, Kitchenette & Pool - Islamorada, FL
Islamorada, FL
28/06 – 01/07
SG$1592/nighttotal: SG$4776 (3 )

2 Separate Unites W/2 Bedrooms, Kitchenette & Pool

4 5
B&B , Islamorada, Village of Islands
La Siesta Resort & Villas offers pet-friendly beachfront accommodation in Islamorada, Village of Islands, with convenient access to various Keys attractions.
This Islamorada guesthouse boasts six bedrooms sleeping up to sixteen guests, features a heated pool, Sidecar bar, on-site kayak and paddleboard rentals, and spacious 125 sq m rooms with TVs and complimentary toiletries.

Best Islamorada, FL bed and breakfasts with a pool

Among the 120 accommodations in Islamorada, FL, here are the 4 best B&B with a pool

Idyllic Villa W/ Living Room, Beach & Pool Access - Islamorada, FL
9.5 8 reviews
Islamorada, FL
28/06 – 01/07
SG$550/nighttotal: SG$1650 (3 )

Idyllic Villa W/ Living Room, Beach & Pool Access

1 5
B&B , Islamorada, Village of Islands
This charming bed and breakfast is situated on the beautiful coastline of Islamorada, just a few kilometers from the History of Diving Museum and Theater of the Sea. The surrounding area offers a relaxed, tropical atmosphere, perfect for those seeking a peaceful escape.
The property features spacious villa suites, each accommodating up to six guests, providing ample space for families or groups. Guests can enjoy a range of amenities, including a swimming pool, fitness centre, and on-site water sports activities, making it an ideal choice for a relaxing and active holiday.
Sunrise Reflections1br! Outdoor Pool, Beach! - Islamorada, FL
Islamorada, FL
21/06 – 26/06
SG$1072/nighttotal: SG$5360 (5 )

Sunrise Reflections1br! Outdoor Pool, Beach!

1 2
B&B , Islamorada, Village of Islands
This beachfront bed and breakfast in Islamorada, Village of Islands, offers direct access to a private beach and panoramic views of the Alligator Reef Lighthouse, with Anne's Beach and the History of Diving Museum located within 1.5 kilometres.
Accommodating up to four guests in one bedroom and one bathroom, this pet-friendly guesthouse provides air conditioning, Wi-Fi, a swimming pool, fitness centre, on-site dining, and water sports facilities, with parking available.
3 Units | Island Views | 5 Mi To Windley Reef - Islamorada, FL
10 1 review
Islamorada, FL
18/07 – 22/07
SG$2219/nighttotal: SG$8876 (4 )

3 Units | Island Views | 5 Mi To Windley Reef

3 4
B&B , Islamorada, Village of Islands
This Islamorada guesthouse is conveniently located near the Florida Keys Brewing Co. and Bud n' Mary's Dive Center, providing easy access to Indian Key Historic State Park and San Pedro Underwater Park.
Offering three spacious rooms (each 34 square metres) with two queen-size beds, private patios, and tropical views, this property sleeps up to 12 guests and boasts on-site beachfront access, a swimming pool, water sports facilities, a restaurant, bar, and various recreational amenities including a BBQ, table tennis, and a children's play area.
Sunrise Reflections 1br! Outdoor Pool, Beach! - Islamorada, FL
Islamorada, FL
21/06 – 26/06
SG$1072/nighttotal: SG$5360 (5 )

Sunrise Reflections 1br! Outdoor Pool, Beach!

1 2
B&B , Islamorada, Village of Islands
This Islamorada oceanfront guesthouse is conveniently located near Anne's Beach, the Theatre of the Sea, and the History of Diving Museum, offering stunning views of Alligator Reef Lighthouse.
The 80 sq m one-bedroom suite, sleeping up to four guests, boasts a king-size bed and sofa bed, plus access to an on-site pool, fitness centre, and water sports facilities, along with a complimentary American breakfast and pet-friendly policy (charges apply).

Frequently asked questions about bed and breakfast in Islamorada, FL

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Best Islamorada, FL bed and breakfasts with a garden

Breathtaking Bayfront Villa W/ Private Patio - Islamorada, FL
10 2 reviews
Islamorada, FL
09/10 – 12/10
SG$1544/nighttotal: SG$4632 (3 )

Breathtaking Bayfront Villa W/ Private Patio

2 2
B&B , Islamorada, Village of Islands
This B&B is located in Islamorada, Village of Islands, just 2km from the History of Diving Museum and Theater of the Sea, offering a peaceful waterfront setting. The property provides direct beach access, allowing guests to enjoy the beauty of the ocean.
The accommodation comprises spacious villas, each featuring two king-size beds, a sofa bed, and a private patio, comfortably accommodating up to six guests. Guests can enjoy a range of amenities, including a swimming pool, a fitness centre, and a gourmet kitchen, along with on-site water activities like kayaking, paddleboarding, and fishing.
2 Suites W/kitchenette, Pool & Free Parking - Islamorada, FL
8.0 1 review
Islamorada, FL
18/07 – 22/07
SG$1117/nighttotal: SG$4468 (4 )

2 Suites W/kitchenette, Pool & Free Parking

4 4
B&B , Islamorada, Village of Islands
This family-friendly guest house is located just off the Overseas Highway in Islamorada, a short distance from the popular Sea Oats Beach and within easy reach of the Hurricane Monument and Indian Key Historic State Park. Each of the two-bedroom suites boasts 51 square metres of space, featuring two queen-size beds, a living area with a sofa bed, a kitchenette, and a dining table, and can accommodate up to 12 guests.
Idyllic Villa W/ Serene Bay Views & Pool Access - Islamorada, FL
10 1 review
Islamorada, FL
28/06 – 01/07
SG$605/nighttotal: SG$1815 (3 )

Idyllic Villa W/ Serene Bay Views & Pool Access

2 5
B&B , Islamorada, Village of Islands
This charming bed and breakfast is located on the beautiful coastline of Islamorada, just a short distance from the History of Diving Museum and Theater of the Sea. The area offers a relaxed atmosphere, perfect for exploring the local attractions and enjoying the stunning natural beauty of the Florida Keys.
The accommodation features a single bedroom and bathroom, comfortably sleeping up to six guests. Guests can enjoy a range of amenities including a swimming pool, fitness centre, and private beach access, perfect for relaxing and enjoying the warm Florida sunshine.
3 Relaxing Villa W/ Living Area & Private Patio - Islamorada, FL
Islamorada, FL
19/07 – 26/07
SG$2018/nighttotal: SG$14126 (7 )

3 Relaxing Villa W/ Living Area & Private Patio

6 9
B&B , Islamorada, Village of Islands
This newly renovated resort is located in Islamorada, Village of Islands, just a short distance from the History of Diving Museum and Theater of the Sea. This prime waterfront location offers direct access to a private beach and easy access to various water sports such as kayaking and paddleboarding.
The 1042 square foot villa is perfect for families or groups, with two king-sized beds, a large living area with a sofa bed and a private patio. The villa also offers a range of amenities including a swimming pool, fitness centre, BBQ facilities, and a fishing pier.

Best Islamorada, FL bed and breakfasts with air conditioning

Enjoy A Fun 1br Stay! Pool, Free Parking - Islamorada, FL
Islamorada, FL
21/06 – 26/06
SG$1080/nighttotal: SG$5400 (5 )

Enjoy A Fun 1br Stay! Pool, Free Parking

1 2
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse boasts stunning Alligator Reef Lighthouse views and is a short drive from Anne's Beach, the Theatre of the Sea, and the History of Diving Museum.
The 800 sq ft (74 sq m) pet-friendly suite, sleeping up to six guests, offers a king-size bed, sofa bed, and access to an on-site pool, sun terrace, bar, restaurant, and fitness centre, plus water sports facilities (charges apply).
2 Villas | Bayside Islamorada | Near Overseas Hwy - Islamorada, FL
9.5 13 reviews
Islamorada, FL
19/07 – 26/07
SG$1248/nighttotal: SG$8736 (7 )

2 Villas | Bayside Islamorada | Near Overseas Hwy

4 9
B&B , Islamorada, Village of Islands
This charming bed and breakfast is situated in Islamorada, Village of Islands, just a short distance from the History of Diving Museum and Theater of the Sea, making it an ideal base for exploring the area's attractions. Each of the two-bedroom villas can comfortably accommodate up to 12 guests, offering spacious living areas and private patios.
The property features a swimming pool, a fitness centre, and a private beach with direct access to the ocean. Guests can enjoy a range of activities including kayaking, paddleboarding, fishing trips, and sunset cruises.
Convenient Stay, Superb Location, Free Breakfast - Islamorada, FL
Islamorada, FL
21/06 – 26/06
SG$411/nighttotal: SG$2055 (5 )

Convenient Stay, Superb Location, Free Breakfast

1 2
B&B , Islamorada, Village of Islands
This Islamorada bed and breakfast is situated on the waterfront, just over 160 kilometres south of Miami, offering stunning sunset views over the Florida Keys.
The 495 square foot suite comfortably accommodates up to four guests, featuring two queen beds, a living area with a sofa bed, a dining area, and access to a shared swimming pool, kayaks, paddleboards, and other on-site amenities.
Unwind & Recharge | Pool, Breakfast & Parking - Islamorada, FL
Islamorada, FL
21/06 – 26/06
SG$461/nighttotal: SG$2305 (5 )

Unwind & Recharge | Pool, Breakfast & Parking

1 2
B&B , Islamorada, Village of Islands
This guest house is located in Islamorada, a tropical destination approximately 161 kilometres south of Miami, renowned for its bayside and ocean views and proximity to the 'Sport Fishing Capital of the World'.
The 52 square metre room accommodates two guests and offers air conditioning, complimentary toiletries, a television, daily cleaning services, and access to a swimming pool, with pets welcome for an additional charge and free parking provided.
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