Tropical Getaway | Free Breakfast & Parking | Pool
1 2
B&B , Islamorada, Village of Islands
This guest house is situated in Islamorada, Village of Islands, approximately 160 kilometres south of Miami, offering picturesque bay and ocean vistas and serving as an ideal base for exploring the 'Sport Fishing Capital of the World'. The 52 square metre room accommodates two guests and includes air conditioning, Wi-Fi, a television, complimentary toiletries, and access to a swimming pool, with pets permitted for an additional fee and free parking provided.
Islamorada, FL
28/06 – 01/07
SG$1835/nighttotal: SG$5505 (3 )
2 Bedroom Oceanfront Suite W/kitchenette & Pool
3 5
B&B , Islamorada, Village of Islands
La Siesta Resort & Villas, situated on a private beachfront in Islamorada, Village of Islands, offers easy access to other Keys attractions via water taxi or shuttle. This pet-friendly guesthouse boasts three bedrooms, one bathroom, and sleeps six guests across its 850 sq ft of space, featuring a heated pool, kayak and paddleboard rentals, and a poolside bar.
Islamorada, FL
01/07 – 05/07
SG$4983/nighttotal: SG$19932 (4 )
Pleasant Stay! 4 Family-friendly Units, Pool
4 7
B&B , Islamorada, Village of Islands
This bed and breakfast is situated in Islamorada, just a short distance from Lignumvitae Key Botanical State Park, offering a tranquil escape in the heart of the Florida Keys. The surrounding area is renowned for its natural beauty, with easy access to both the Atlantic Ocean and the Gulf of Mexico. The property features four bedrooms and four bathrooms, accommodating up to sixteen guests. Guests can enjoy a range of amenities, including a swimming pool, fitness centre, on-site restaurant and bar, and a free shuttle service within a six-kilometre radius.
Islamorada, FL
02/07 – 05/07
SG$2591/nighttotal: SG$7773 (3 )
Scenic Bayside Resort | 2 Villas W/ Living Area
4 5
B&B , Islamorada, Village of Islands
This charming B&B is located on the waterfront in Islamorada, just a short distance from the History of Diving Museum and Theater of the Sea. The surrounding area offers a tranquil and picturesque setting, perfect for a relaxing getaway. The villa is spacious and comfortable, with two king-sized beds, a large living area, and a private patio, accommodating up to 12 guests. The property features a swimming pool, loungers, umbrellas, a picnic area, BBQ facilities, a fishing pier, and boat slips for rent, providing ample opportunities for relaxation and recreation.
Islamorada, FL
19/07 – 26/07
SG$2142/nighttotal: SG$14994 (7 )
Enjoy Hassle-free Stay! 3 Comfortable Units, Pool
3 9
B&B , Islamorada, Village of Islands
This beachfront guesthouse in Islamorada, Village of Islands, offers direct coastal access and views of Alligator Reef Lighthouse, with Anne's Beach and the History of Diving Museum within easy reach. Guests can enjoy three bedrooms, three bathrooms, and accommodation for up to twelve people, alongside amenities such as air conditioning, a swimming pool, on-site dining, and water sports facilities.
10 1 review
Islamorada, FL
30/07 – 06/08
SG$535/nighttotal: SG$3745 (7 )
The Garden Suite @ Casa Morada
1 2
B&B , Islamorada, Village of Islands
The Garden Suite is located in Islamorada, Village of Islands, just a short distance from the Overseas Highway, offering easy access to exploring the rest of the Florida Keys. The surrounding area is known for its beautiful beaches, diverse marine life, and relaxed island atmosphere. The Garden Suite is a unique and spacious accommodation option, spanning two levels and accommodating up to two guests. It offers a range of amenities, including a modern shower, a private terrace with garden views, and the choice of a treehouse setting or a double chaise lounge.
9.6 14 reviews
Islamorada, FL
09/10 – 12/10
SG$582/nighttotal: SG$1746 (3 )
Ocean View Guest Room, 1 King, Balcony
1 2
B&B , Islamorada, Village of Islands
This Islamorada oceanfront guesthouse, situated on 15 acres with direct beach access, is conveniently located near Indian Key Historic State Park and the Theater of the Sea. The 352 sq ft (33 sq m) room, offering a king-size bed, balcony with ocean views, and amenities including Wi-Fi and a mini-refrigerator, comfortably accommodates two guests and includes daily housekeeping.
10 3 reviews
Islamorada, FL
30/07 – 06/08
SG$651/nighttotal: SG$4557 (7 )
Fun Under The Sun | Beachfront, W/ Pool Onsite
1 2
B&B , Islamorada, Village of Islands
This Islamorada bed and breakfast enjoys a convenient location near the Florida Keys Brewing Co. and Bud n' Mary's Dive Center, offering easy access (by car) to Indian Key Historic State Park and San Pedro Underwater Park. The 370 sq ft (34 sq m) guest room, accommodating two guests, features a private patio, tropical views, and access to on-site amenities including a swimming pool, water sports facilities, a restaurant, a bar, and recreational activities such as table tennis and bicycle hire.
Islamorada, FL
01/07 – 05/07
SG$2645/nighttotal: SG$10580 (4 )
2 Family Ready Villa (Bayfront W/ Amazing View)
4 7
B&B , Islamorada, Village of Islands
This Islamorada beachfront property, situated in the Village of Islands, offers convenient access to attractions such as the History of Diving Museum and Theatre of the Sea, though precise distances aren't provided. This four-bedroom, four-bathroom holiday home, boasting a total floor area of 2184 sq ft across two villas, accommodates up to 12 guests and features private beach access, a swimming pool, BBQ facilities, and on-site water sports activities including kayaking and paddleboarding.
Islamorada, FL
30/07 – 06/08
SG$371/nighttotal: SG$2597 (7 )
Your Weekend Adventure | Free Breakfast & Parking
1 2
B&B , Islamorada, Village of Islands
This guest house is located in Islamorada, a tropical holiday destination approximately 160 kilometres south of Miami, renowned for its bay and ocean views. The 87-square-metre room accommodates two guests and offers air conditioning, internet access, a swimming pool, and complimentary toiletries, with pets welcome for an additional charge.
Islamorada, FL
21/06 – 26/06
SG$1072/nighttotal: SG$5360 (5 )
Waterfront Whispers 1br! Beach, Swimming Pool!
1 2
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse is conveniently located near Anne's Beach, the Theatre of the Sea, and the History of Diving Museum, offering stunning Alligator Reef Lighthouse views. The 800 sq ft (74 sq m) oceanfront suite, sleeping up to four guests, boasts a king-size bed, sofa bed, private beach access, a swimming pool, and includes an American breakfast plus on-site water sports facilities (charges apply).
Islamorada, FL
02/07 – 05/07
SG$1296/nighttotal: SG$3888 (3 )
Relaxing Bay Front Villa Perfect For Couple Stay
2 5
B&B , Islamorada, Village of Islands
This Islamorada bayfront villa, offering direct beach access, is conveniently located near the History of Diving Museum and Theatre of the Sea in the Florida Keys. The 1092 sq ft (approximately 101 sq m) property comprises two king bedrooms, a living area with a sofa bed, sleeping up to six guests, and boasts a fully equipped gourmet kitchen, swimming pool, BBQ facilities, and free parking.
Best Islamorada, FL bed and breakfasts with breakfast included
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
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.
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.
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.
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
What weather can travelers expect when exploring nature in Islamorada, FL?
Islamorada enjoys a tropical climate, so expect warm temperatures year-round. You'll find sunshine most days, but be prepared for occasional showers, especially during the summer months. The best time to visit for ideal weather is during the spring or autumn.
What are the best bed and breakfasts in Islamorada, FL?
What outdoor activities can visitors enjoy in and around Islamorada, FL?
Islamorada is a paradise for outdoor enthusiasts. You can go fishing at the Islamorada Fishing Pier, explore the Florida Keys National Marine Sanctuary by boat, or kayak through the mangroves. If you're feeling adventurous, try diving or snorkeling in the crystal-clear waters.
What are the best bed and breakfasts with a pool in Islamorada, FL?
Best Islamorada, FL bed and breakfasts with a garden
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.
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.
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.
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
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).
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.
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.
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.