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
21/06 – 26/06
£303/nighttotal: £1515 (5 )
Ideal Mix Of Comfort And Value! Free Parking, Pool
1 2
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, Theater of the Sea, and the History of Diving Museum within 1.5 kilometres. This pet-friendly accommodation provides a private beach lounge, an outdoor swimming pool, a fitness centre, and water sports facilities, accommodating up to four guests in one bedroom with one bathroom, and includes daily housekeeping and complimentary parking.
Islamorada, FL
28/06 – 01/07
£402/nighttotal: £1206 (3 )
Pleasant Stay, Convenient 1br! Onsite Pool
1 5
B&B , Islamorada, Village of Islands
This charming bed and breakfast is ideally located in Islamorada, just a short distance from the beautiful beaches and vibrant atmosphere of the Village of Islands. Enjoy the convenience of being close to local attractions, restaurants, and shops. The guesthouse offers comfortable accommodation for up to six guests in its spacious suite, which has two queen beds and a sofa bed. Guests can enjoy a range of amenities, including a swimming pool, a garden, and a fitness centre, as well as free shuttle service within a 3.7-mile radius.
This Islamorada bed and breakfast is located approximately 1.6 kilometres south of Miami, offering bay and ocean views within the Village of Islands. This 51.5 square metre room accommodates two guests and includes air conditioning, Wi-Fi, a television, complimentary toiletries, daily cleaning, and free parking, with pets welcome for an additional charge.
This one-bedroom Islamorada apartment is situated in the Matecumbe neighbourhood, close to the Keys History & Discovery Centre and the History of Diving Museum. The self-catering suite sleeps three, features a king-size bed, air conditioning, Wi-Fi, and is within easy reach of Islamorada Brewery & Distillery and Florida Keys Brewing Co.
Islamorada, FL
28/06 – 01/07
£924/nighttotal: £2772 (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.
Islamorada, FL
30/07 – 06/08
£215/nighttotal: £1505 (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
09/07 – 12/07
£1407/nighttotal: £4221 (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
02/07 – 05/07
£1325/nighttotal: £3975 (3 )
Best Place To Unwind! 2 Pleasant Units, Pool
2 5
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.
Islamorada, FL
16/10 – 18/10
£200/nighttotal: £400 (2 )
Another Day In Paradise!
1 12
B&B , Islamorada, Village of Islands
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.
Best Islamorada, FL bed and breakfasts with air conditioning
Islamorada, FL
02/07 – 05/07
£752/nighttotal: £2256 (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.
10 2 reviews
Islamorada, FL
24/07 – 26/07
£452/nighttotal: £904 (2 )
Spacious 1br Suite W/ Kitchenette | Free Parking
2 2
B&B , Islamorada, Village of Islands
This charming bed and breakfast is situated just off the Overseas Highway in Islamorada, a short distance from Sea Oats Beach and within a few kilometres of the Hurricane Monument and Indian Key Historic State Park. The surrounding area is known for its beautiful beaches, clear waters, and abundance of marine life. The one-bedroom suite can comfortably accommodate up to six guests and features a tropical decor, a kitchenette, and a private bathroom. Guests can enjoy a range of amenities, including a swimming pool, garden, parking, and complimentary activities such as bike rentals, kayaking, and paddleboarding.
Islamorada, FL
02/07 – 05/07
£920/nighttotal: £2760 (3 )
Enjoy A Fun 1br Stay! Pool, Free Parking
1 5
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).
10 1 review
Islamorada, FL
03/07 – 05/07
£2330/nighttotal: £4660 (2 )
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.
Frequently asked questions about bed and breakfast in Islamorada, FL
What weather can travelers expect when exploring nature in Islamorada, FL?
Islamorada has a tropical climate, so expect warm temperatures year-round. Summers are hot and humid, with temperatures around 30 degrees Celsius. Winters are mild, with temperatures around 20 degrees Celsius. You'll find plenty of sunshine, but be prepared for occasional rain showers.
What are the best bed and breakfasts in Islamorada, FL?
What outdoor activities can visitors enjoy in and around Islamorada, FL?
Islamorada's a haven for outdoor activities. You can go fishing, kayaking, paddleboarding, or diving in the crystal-clear waters. If you're feeling adventurous, try a snorkelling trip to the Florida Keys National Marine Sanctuary. And don't forget to explore the unique mangrove forests.
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 a great base for exploring the Florida Keys. You can easily drive to Key West, about 130 kilometres south, or to Miami, about 160 kilometres north, both within a couple of hours.
What are the best bed and breakfasts with a jacuzzi in Islamorada, FL?
Best Islamorada, FL bed and breakfasts with a garden
9.4 267 reviews
Islamorada, FL
20/06 – 27/06
£242/nighttotal: £1694 (7 )
Oceanfront King Suite W/ Balcony
1 2
B&B , Islamorada, Village of Islands
This charming bed and breakfast is situated directly on the oceanfront in Islamorada, offering stunning views and easy access to the water. It is located within a short drive of popular attractions such as the Theater of the Sea and the Islamorada Fish Company. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience. The guesthouse has one bedroom and one bathroom, accommodating up to four guests. It features a full kitchen, a private balcony, and a comfortable king-sized bed, perfect for enjoying the tranquility of the ocean and the surrounding area.
Islamorada, FL
28/06 – 01/07
£1502/nighttotal: £4506 (3 )
Spacious Suite & Pool | 5.8 Mi To Bayfront Park
2 5
B&B , Islamorada, Village of Islands
This pet-friendly guesthouse offers a prime oceanside location directly on the Overseas Highway in Islamorada, Village of Islands, providing convenient access to local attractions and beaches within 2 kilometers. The 99.4 square meter accommodation sleeps up to six guests and features two bedrooms, two bathrooms, air conditioning, a shared outdoor swimming pool open from 10:00 AM to 10:00 PM, complimentary parking, and daily cleaning services.
10 1 review
Islamorada, FL
18/07 – 22/07
£859/nighttotal: £3436 (4 )
2 Units | 6 Mi To Robbies | Fish Feeding & Boating
2 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, 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.
Our Favourite Bed and Breakfasts with a Pool in Islamorada, FL
A B&B with a swimming pool in Islamorada, FL serves as a brilliant base, offering a refreshing dip.
Islamorada, FL
16/10 – 18/10
£1179/nighttotal: £2358 (2 )
3 Guest Room, 2 Queens, Balcony Pools & Parking
3 12
B&B , Islamorada, Village of Islands
Three Waters Resort & Marina, located in Islamorada, Village of Islands, offers convenient access to various fishing and watersports locations. This pet-friendly guesthouse boasts 338 sq ft rooms, sleeping up to 12 guests, with three pools, a fitness centre, and on-site marina; a water taxi provides access to sister resorts.
10 1 review
Islamorada, FL
16/10 – 18/10
£2061/nighttotal: £4122 (2 )
Enjoy A Hassle-free Stay! 4 Comfortable Units
4 12
B&B , Islamorada, Village of Islands
This beachfront boutique hotel in Islamorada, Village of Islands, boasts stunning Alligator Reef Lighthouse views and is conveniently located within a short drive of Anne's Beach, the Theatre of the Sea, and the History of Diving Museum. Offering four bedrooms and four bathrooms, sleeping up to sixteen guests, this pet-friendly lodging includes an outdoor pool, fitness centre, bar, restaurant, and water sports facilities; a $50 non-refundable pet fee per pet, per day applies (maximum two pets per room).
10 1 review
Islamorada, FL
02/07 – 05/07
£775/nighttotal: £2325 (3 )
2 Queen Beds Studio W/pool & Free Parking!
1 5
B&B , Islamorada, Village of Islands
This Islamorada studio apartment is conveniently located off the Overseas Highway, within a few kilometres of the Hurricane Monument and Indian Key Historic State Park. The 50 square metre self-catering unit sleeps six, boasting two queen beds, a sofa bed, kitchenette, and access to on-site amenities including a swimming pool, restaurant, bar, and complimentary kayaks and paddleboards.
Search Coastal Bed and Breakfasts near Islamorada, FL
Experience relaxing maritime culture at shoreside bed and breakfasts situated a short journey from Islamorada, FL shorelines.
Islamorada, FL
23/07 – 26/07
£221/nighttotal: £663 (3 )
Islamorada Hideaway | Free Breakfast & Parking
1 2
B&B , Islamorada, Village of Islands
Guest-Favourite Guesthouses with Parking in Islamorada, FL
Parking is effortless here, as these bed and breakfasts in Islamorada, FL include free on-site spaces to make your arrival entirely stress-free.
10 1 review
Islamorada, FL
23/07 – 26/07
£609/nighttotal: £1827 (3 )
Idyllic Villa W/ Serene Bay Views & Pool Access
2 2
B&B , Islamorada, Village of Islands
Explore Bed and Breakfasts with a Hot Tub in Islamorada, FL
Accessing a private hot tub in your bed and breakfast after a day exploring Islamorada, FL makes your trip truly unforgettable.
Islamorada, FL
02/07 – 05/07
£1325/nighttotal: £3975 (3 )
Best Place To Unwind! 2 Pleasant Units, Pool
2 5
B&B , Islamorada, Village of Islands
Top-Rated Guesthouses with a Spa in Islamorada, FL
Choosing a B&B with a spa in Islamorada, FL ensures waterside wellness feels effortless, featuring indulgent spa baths for total relaxation.