This Islamorada guesthouse is conveniently located near the shops and restaurants of the Village of Islands, offering easy access to local amenities. Sleeping up to 16 guests in 5 bedrooms and 34 bathrooms, this property boasts a swimming pool, parking, and internet access; nearby attractions include the History of Diving Museum and Theater of the Sea.
Islamorada, FL
18/07 – 22/07
721 €/nighttotal: 2884 € (4 )
Ocean Oasis! 2 Convenient Units, Outdoor Pool!
2 4
B&B , Islamorada, Village of Islands
This charming bed and breakfast is situated in Islamorada, just a short distance from the Atlantic Ocean and the Gulf of Mexico, offering easy access to both bodies of water. The surrounding area is home to the Lignumvitae Key Botanical State Park, where you can explore the unique flora and fauna of the Keys. The guesthouse has two bedrooms and two bathrooms, comfortably accommodating up to eight guests. The property boasts a swimming pool, fitness centre, on-site restaurant and bar, and a free shuttle service within a 4-mile radius, making it an ideal choice for families and groups seeking a relaxing and enjoyable stay.
Islamorada, FL
28/06 – 01/07
466 €/nighttotal: 1398 € (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).
10 1 review
Islamorada, FL
23/07 – 26/07
1462 €/nighttotal: 4386 € (3 )
2 Units | 6 Mi To Robbies | Fish Feeding & Boating
2 2
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, offering easy access to Indian Key Historic State Park and San Pedro Underwater Park, all within a 2.4km radius. This beachfront property boasts two 34-square-metre rooms, each sleeping four guests, with private patios, a pool, and on-site amenities including a restaurant, bar, water sports, bicycle rentals, and a children's play area.
Islamorada, FL
24/07 – 26/07
342 €/nighttotal: 684 € (2 )
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
21/06 – 26/06
727 €/nighttotal: 3635 € (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).
Islamorada, FL
19/07 – 26/07
1358 €/nighttotal: 9506 € (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.
Islamorada, FL
02/07 – 05/07
3138 €/nighttotal: 9414 € (3 )
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.
Islamorada, FL
02/07 – 05/07
1743 €/nighttotal: 5229 € (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.
9.3 3 reviews
Islamorada, FL
02/07 – 05/07
1428 €/nighttotal: 4284 € (3 )
Scenic Getaway | 2 Villas W/ Private Beach Access
4 5
B&B , Islamorada, Village of Islands
This property is situated in Islamorada, Village of Islands, just a short drive from the History of Diving Museum and Theater of the Sea, offering a peaceful escape from the hustle and bustle. This two-bedroom villa comfortably sleeps 12 guests and features a spacious living area with a sofa bed and a private patio. The villa offers a range of amenities, including a swimming pool, a fitness center, and a gourmet kitchen with stainless steel appliances.
Islamorada, FL
03/07 – 05/07
876 €/nighttotal: 1752 € (2 )
Waterfront Whispers! Outdoor Pool, Pet-friendly!
1 2
B&B , Islamorada, Village of Islands
This Islamorada guesthouse is situated near Anne's Beach, the Theater of the Sea, and the History of Diving Museum, offering stunning views of Alligator Reef Lighthouse. The one-bedroom, one-bathroom property sleeps four guests and boasts an outdoor pool, sun terrace, fitness centre, and on-site water sports facilities, plus a complimentary American breakfast and restaurant.
Islamorada, FL
28/06 – 01/07
1071 €/nighttotal: 3213 € (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 breakfast included
9.2 5 reviews
Islamorada, FL
18/07 – 22/07
464 €/nighttotal: 1856 € (4 )
Ocean View Guest Room, 2 Queens, Balcony
1 4
B&B , Islamorada, Village of Islands
This Islamorada oceanfront guesthouse, situated on a 15-acre site near Indian Key Historic State Park, Theater of the Sea, and the History of Diving Museum, offers stunning ocean views. The 360 sq ft room, accommodating up to four guests with two queen beds, includes a private balcony, swimming pool access, daily housekeeping, and amenities such as Wi-Fi, air conditioning, and free parking.
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
8.3 6 reviews
Islamorada, FL
28/06 – 01/07
620 €/nighttotal: 1860 € (3 )
2 Bedroom Suite W/kitchenette, Pool & Free Parking
2 5
B&B , Islamorada, Village of Islands
This Islamorada guesthouse is conveniently located off the Overseas Highway, within a few kilometres of Sea Oats Beach and Hurricane Monument & Indian Key Historic State Park. The spacious 125 square metre two-bedroom suite sleeps up to eight guests, offering a king bed, two queen beds, a sofa bed, a kitchenette, private balcony with garden views, and access to on-site amenities including a swimming pool, restaurant, bar, and complimentary water sports equipment.
9.0 8 reviews
Islamorada, FL
18/07 – 22/07
483 €/nighttotal: 1932 € (4 )
Spacious Villa W/ Living Area And Private Patio
1 4
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.
10 1 review
Islamorada, FL
02/07 – 05/07
2354 €/nighttotal: 7062 € (3 )
3 Units | Island Views | 5 Mi To Windley Reef
3 5
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.
8.0 1 review
Islamorada, FL
21/06 – 26/06
327 €/nighttotal: 1635 € (5 )
Rare Find! Free Parking, Pets Allowed, Pool
1 2
B&B , Islamorada, Village of Islands
This charming bed and breakfast is situated in Islamorada, just 6 kilometres from a variety of attractions, offering easy access to both the Atlantic Ocean and the Gulf of Mexico. It has received very good ratings for location, cleanliness and overall experience. The property features a single bedroom and bathroom, suitable for up to four guests. Guests can enjoy a range of amenities, including a swimming pool, on-site restaurant and bar, fitness centre, and free shuttle service within a 6 kilometre radius.
Frequently asked questions about bed and breakfast in Islamorada, FL
What weather can travelers expect when exploring nature in Islamorada, FL?
You'll find pleasant temperatures in Islamorada, with an average high of around 27 degrees Celsius in summer and 21 degrees Celsius in winter. The humidity can be high, so be sure to stay hydrated. And don't forget your sunscreen, as the sun can be strong here.
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, boating, kayaking, or snorkelling in the crystal-clear waters. If you're feeling adventurous, try diving at the nearby Sombrero Reef. And for a more relaxing experience, you can hike or bike along the beautiful Florida Keys Overseas Highway.
What are the best bed and breakfasts with a pool in Islamorada, FL?
What famous cities can be easily accessed from Islamorada, FL?
Islamorada is perfectly situated for exploring the Florida Keys. You can easily drive to Key West, which is about a two-hour drive south. To the north, you can visit Miami, which is about a three-hour drive. Both cities offer a variety of cultural experiences and attractions.
What are the best bed and breakfasts with a jacuzzi in Islamorada, FL?
What local breakfast specialties can you enjoy in Islamorada, FL region?
You can't go wrong with a freshly-caught fish sandwich at a local restaurant. But for something a little sweeter, try the famous Key lime pie. And don't forget to grab a cup of coffee at one of the many cafes in town. You'll find plenty of options to fuel up for a day of exploring.
What are the best bed and breakfasts for families and kids in Islamorada, FL?
Best Islamorada, FL bed and breakfasts with a garden
Islamorada, FL
28/06 – 01/07
2162 €/nighttotal: 6486 € (3 )
Modern Kitchen Flat | 6.1 Mi To Kaseya Center
2 5
B&B , Islamorada, Village of Islands
This oceanside resort in Islamorada, Village of Islands, is located directly on the Overseas Highway, offering direct ocean views and convenient access to local dining and water activities within approximately 1.6 kilometres. This pet-friendly Bed and Breakfast provides two bedrooms and two bathrooms for up to six guests, featuring a 99.4 square metre living space with a kitchen, air conditioning, complimentary Wi-Fi, and a shared outdoor swimming pool open from 10:00 AM to 10:00 PM, with free parking and cleaning services included.
8.0 1 review
Islamorada, FL
09/07 – 12/07
895 €/nighttotal: 2685 € (3 )
2 Suites W/kitchenette, Pool & Free Parking
4 5
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
18/07 – 22/07
545 €/nighttotal: 2180 € (4 )
Idyllic Villa W/ Serene Bay Views & Pool Access
2 4
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.
10 1 review
Islamorada, FL
02/07 – 05/07
2143 €/nighttotal: 6429 € (3 )
Three Villa | Private Beach & Outdoor Pool
6 5
B&B , Islamorada, Village of Islands
This Islamorada bayside property offers six bedrooms and six bathrooms, sleeping up to sixteen guests, with convenient proximity to the History of Diving Museum and Theatre of the Sea, though precise distances are unavailable. The 1042 sq ft (96.6 sq m) villa boasts three uniquely decorated hotel rooms, a private beach, swimming pool, BBQ facilities, fishing pier, boat slips (for rent), and free parking (one car per unit).
Best Islamorada, FL bed and breakfasts with air conditioning
Islamorada, FL
21/06 – 26/06
1007 €/nighttotal: 5035 € (5 )
Spacious Miami Suite | 5.2 Mi To Brickell City
1 2
B&B , Islamorada, Village of Islands
This oceanside guesthouse is located directly on the Overseas Highway in Islamorada, Village of Islands, offering convenient access to nearby beaches and dining options. This pet-friendly accommodation provides 400 sq. ft. rooms with air conditioning and internet, alongside a year-round shared outdoor swimming pool open daily from 10:00 AM to 10:00 PM, and complimentary parking.
9.6 14 reviews
Islamorada, FL
24/07 – 26/07
509 €/nighttotal: 1018 € (2 )
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.
Islamorada, FL
21/06 – 26/06
1518 €/nighttotal: 7590 € (5 )
Best Place To Unwind! 3 Convenient Units, Pool
3 2
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse offers three uniquely designed rooms, each with two queen-size beds and partial ocean views, situated within a short drive of Alligator Reef Lighthouse, Anne's Beach, and the Theatre of the Sea. Each 269 sq ft room in this pet-friendly (a £40 non-refundable fee per pet, per day applies) property sleeps up to four guests, with a total guest capacity of twelve, and boasts an outdoor pool, sun terrace with Alligator Reef Lighthouse views, and access to various watersports (charges apply).
Islamorada, FL
25/07 – 01/08
990 €/nighttotal: 6930 € (7 )
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.