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

Pleasant Stay! 4 Family-friendly Units, Pool - Islamorada, FL
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.

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

Ocean View Guest Room, 1 King, Balcony - Islamorada, FL
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.
Fun And Exciting 1br! Outdoor Swimming Pool - Islamorada, FL
Islamorada, FL
26/06 – 30/06
SG$1356/nighttotal: SG$5424 (4 )

Fun And Exciting 1br! Outdoor Swimming Pool

1 3
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse offers a Premium One Bedroom Oceanfront Suite, with direct access to the beach and stunning views of Alligator Reef Lighthouse, conveniently located near Anne's Beach, Theatre of the Sea, and the History of Diving Museum.
The 888 sq ft (82 sq m) suite features two queen beds, a sofa bed accommodating up to six guests, an oceanfront balcony, a swimming pool, and daily housekeeping, plus access to water sports and a free shuttle service.
4 Units | 7 Mi To San Pedro Pk | Scuba & Snorkel - Islamorada, FL
Islamorada, FL
04/08 – 09/08
SG$2847/nighttotal: SG$14235 (5 )

4 Units | 7 Mi To San Pedro Pk | Scuba & Snorkel

4 5
B&B , Islamorada, Village of Islands
This Islamorada guesthouse enjoys a convenient location near Florida Keys Brewing Co. and Bud n' Mary's Dive Center, offering easy access to Indian Key Historic State Park and San Pedro Underwater Park.
The four-bedroom, four-bathroom property sleeps sixteen guests, boasting 370 sq ft rooms with two queen beds, patios, and a pool; a $100 daily food and beverage credit is available due to ongoing construction works.
Spacious Villa W/ Living Area And Private Patio - Islamorada, FL
9.0 8 reviews
Islamorada, FL
03/08 – 05/08
SG$580/nighttotal: SG$1160 (2 )

Spacious Villa W/ Living Area And Private Patio

1 5
B&B , Islamorada, Village of Islands
This newly renovated resort is located in Islamorada, Village of Islands, just a short drive from the History of Diving Museum and Theater of the Sea. The area offers easy access to kayaking, paddleboarding, and the beach.
The 1042 square foot villa features two king beds, a large living area with a sofa bed, and a private patio, making it suitable for up to 6 guests. The villa has a fully equipped kitchen, air conditioning, a swimming pool, a fitness centre, and parking.

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Best Islamorada, FL bed and breakfasts with a garden

Comfort And Relaxation 1br! Free Parking, Pool - Islamorada, FL
Islamorada, FL
28/06 – 01/07
SG$692/nighttotal: SG$2076 (3 )

Comfort And Relaxation 1br! Free Parking, Pool

1 5
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse is ideally situated near Anne's Beach, the Theatre of the Sea, and the History of Diving Museum, offering easy access to local attractions.
The 80 sq m one-bedroom suite, sleeping up to six guests, features two queen beds and a sofa bed, plus an on-site pool, sun terrace with Alligator Reef Lighthouse views, restaurant, and bar, and free shuttle service to a nearby golf course (within 3 km).
Oceanfront Studio W/kitchenette & Pool - Islamorada, FL
Islamorada, FL
26/06 – 30/06
SG$1010/nighttotal: SG$4040 (4 )

Oceanfront Studio W/kitchenette & Pool

1 3
B&B , Islamorada, Village of Islands
This oceanfront studio apartment in Islamorada, Village of Islands, boasts private beach access at La Siesta Resort & Villas, situated near Sea Oats Beach and a short drive (approximately 5-10 km) from Hurricane Monument and Indian Key Historic State Park.
The 450 sq ft self-catering unit features a queen bed, sofa bed, kitchenette, and balcony, accommodating up to four guests and offering complimentary access to kayaks, paddleboards, and bicycles, plus resort amenities including a pool, restaurant, bar, and shuttle service.
Pleasant 1br, Convenient Location! Onsite Pool - Islamorada, FL
Islamorada, FL
28/06 – 01/07
SG$692/nighttotal: SG$2076 (3 )

Pleasant 1br, Convenient Location! Onsite Pool

1 5
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse is ideally located just a short distance from Anne's Beach, the Theatre of the Sea, and the History of Diving Museum.
The pet-friendly property boasts an outdoor pool, a fitness centre, a bar, and an American restaurant, and offers guests the opportunity to enjoy a range of water sports activities on-site, including snorkelling, diving, and fishing.
2 Bedroom Oceanfront Suite W/kitchenette & Pool - Islamorada, FL
Islamorada, FL
03/08 – 05/08
SG$1899/nighttotal: SG$3798 (2 )

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.

Best Islamorada, FL bed and breakfasts with air conditioning

Look No Further! Pet-friendly, Outdoor Pool! - Islamorada, FL
10 2 reviews
Islamorada, FL
26/06 – 30/06
SG$495/nighttotal: SG$1980 (4 )

Look No Further! Pet-friendly, Outdoor Pool!

1 3
B&B , Islamorada, Village of Islands
This charming bed and breakfast is located in Islamorada, a popular tropical holiday spot, just an hour south of Miami. The property enjoys a beachfront location with direct access to the beach and breathtaking sunsets from the balcony.
The spacious suite is perfect for families or groups, featuring two double beds and accommodating up to four guests. This family-friendly guesthouse offers a swimming pool, kayaks, paddleboards, lawn games, BBQ facilities, and a kids’ play area, as well as complimentary continental breakfast and free WiFi.
Paradise Found! Pet-friendly, Swimming Pool! - Islamorada, FL
Islamorada, FL
26/06 – 30/06
SG$895/nighttotal: SG$3580 (4 )

Paradise Found! Pet-friendly, Swimming Pool!

1 3
B&B , Islamorada, Village of Islands
This charming bed and breakfast is situated in Islamorada, just 6 kilometres from Lignumvitae Key Botanical State Park, offering easy access to both the Atlantic Ocean and the Gulf of Mexico. The surrounding area provides a peaceful and relaxing atmosphere, perfect for exploring the natural beauty of the Florida Keys.
This one-bedroom property can accommodate up to four guests. It features a swimming pool, a restaurant and bar, a fitness centre, a garden, and a free shuttle service within a 6 kilometre radius. The property is also pet-friendly, welcoming dogs up to 18 kilograms for an additional fee.
Best Place To Unwind! 2 Pleasant Units, Pool - Islamorada, FL
Islamorada, FL
07/07 – 11/07
SG$1396/nighttotal: SG$5584 (4 )

Best Place To Unwind! 2 Pleasant Units, Pool

2 4
B&B , Islamorada, Village of Islands
This beachfront guesthouse in Islamorada, Village of Islands, offers direct access to the sea and spectacular views of the Alligator Reef Lighthouse, being conveniently located within 1 kilometre of Anne's Beach, the Theater of the Sea, and the History of Diving Museum.
This property accommodates up to 8 guests in 2 bedrooms and 2 bathrooms, featuring an outdoor swimming pool, an on-site American restaurant, and water sports facilities, with a complimentary shuttle service and bicycle tours available for exploring the island.
Guest Room, 1 King W/ Outdoor Pool & Free Parking - Islamorada, FL
9.2 5 reviews
Islamorada, FL
09/10 – 12/10
SG$509/nighttotal: SG$1527 (3 )

Guest Room, 1 King W/ Outdoor Pool & Free Parking

1 2
B&B , Islamorada, Village of Islands
This oceanfront guesthouse in Islamorada, Florida Keys, is situated on a 24-hectare resort, close to Indian Key Historic State Park, Theatre of the Sea, and the History of Diving Museum.
The 247 sq ft (23 sq m) room offers a king-size bed, accommodates two guests, and includes amenities such as Wi-Fi, air conditioning, a mini-refrigerator, and a daily housekeeping service; pets are welcome for a £120 non-refundable fee.
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