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
28/06 – 01/07
£818/nighttotal: £2454 (3 )
2 Suites W/queen Beds, Kitchenette, Pool & Parking
4 5
B&B , Islamorada, Village of Islands
La Siesta Resort & Villas offers a private beachfront location in Islamorada, Florida Keys, providing easy access to the village's attractions. This pet-friendly guesthouse features four bedrooms sleeping up to twelve guests, two 50 square metre rooms with TVs and toiletries, a heated pool, kayak and paddleboard rentals, and shared access to sister resorts via water taxi or shuttle.
9.2 5 reviews
Islamorada, FL
30/07 – 06/08
£299/nighttotal: £2093 (7 )
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.
Islamorada, FL
21/06 – 26/06
£268/nighttotal: £1340 (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.
10 1 review
Islamorada, FL
30/07 – 06/08
£311/nighttotal: £2177 (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.
10 2 reviews
Islamorada, FL
18/07 – 22/07
£527/nighttotal: £2108 (4 )
Breathtaking Bayfront Villa W/ Private Patio
2 4
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.
Islamorada, FL
21/06 – 26/06
£239/nighttotal: £1195 (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
£622/nighttotal: £3110 (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 3 reviews
Islamorada, FL
21/06 – 26/06
£303/nighttotal: £1515 (5 )
Ideal Mix Of Comfort & Value! Free Parking/ Pool
1 2
B&B , Islamorada, Village of Islands
This beachfront guesthouse in Islamorada, Village of Islands, boasts stunning Alligator Reef Lighthouse views and is within a short drive (approximately 3.2km) of Anne's Beach, the Theatre of the Sea, and the History of Diving Museum. Offering a private beach lounge, two queen beds sleeping up to four guests, daily housekeeping, on-site water sports, a pool, fitness centre, bar, restaurant, and free shuttle service to a nearby golf course (within 3.2km), this pet-friendly establishment ensures a comfortable stay.
Islamorada, FL
28/06 – 01/07
£1865/nighttotal: £5595 (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.
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.
Islamorada, FL
28/06 – 01/07
£605/nighttotal: £1815 (3 )
2 Rooms W/balcony, Outdoor Pool, & Free Parking
2 5
B&B , Islamorada, Village of Islands
Amara Cay Resort, situated in Islamorada, Village of Islands, offers private beach access and is conveniently located near various water sports and dining options at sister resorts. This two-bedroom guesthouse sleeps eight guests and boasts a zero-entry pool, fitness centre, daily cleaning, and kayaking/snorkelling opportunities.
Best Islamorada, FL bed and breakfasts with air conditioning
Islamorada, FL
21/06 – 26/06
£868/nighttotal: £4340 (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.
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.
10 1 review
Islamorada, FL
28/06 – 01/07
£580/nighttotal: £1740 (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.
10 1 review
Islamorada, FL
21/06 – 26/06
£760/nighttotal: £3800 (5 )
Tropical Playground! Beachfront, Onsite Pool!
1 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. The 370 sq ft (34 sq m) ocean-view bungalow features a king-size bed, private patio, and modern amenities including a smart TV, accommodating up to two guests and offering access to an on-site pool, restaurant, bar, and water sports.
Best Islamorada, FL bed and breakfasts with breakfast included
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.
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
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).
Islamorada, FL
28/06 – 01/07
£1065/nighttotal: £3195 (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
02/07 – 05/07
£920/nighttotal: £2760 (3 )
Awesome 1br! Free Parking, Onsite Pool
1 5
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse offers stunning sunrise views and is conveniently located near Alligator Reef Lighthouse, Anne's Beach, and Theatre of the Sea. The 800 sq ft (74 sq m) self-catering suite features a king-size bed, sofa bed, accommodating up to six guests, and includes access to an outdoor pool, fitness centre, bar and restaurant, plus various water sports.
Islamorada, FL
01/07 – 05/07
£1496/nighttotal: £5984 (4 )
Your Home Away From Home! 2 Convenient Units, Pool
2 7
B&B , Islamorada, Village of Islands
This beachfront guesthouse is located in Islamorada, Village of Islands, Florida, close to the Alligator Reef Lighthouse and within 3.2 kilometres of a golf course. The property offers spacious rooms, each measuring 25 square metres, with two queen-size beds and a private bathroom, along with a swimming pool, a garden, and a restaurant and bar serving American cuisine.
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.
9.5 13 reviews
Islamorada, FL
18/07 – 22/07
£776/nighttotal: £3104 (4 )
2 Villas | Bayside Islamorada | Near Overseas Hwy
4 4
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.
10 1 review
Islamorada, FL
18/07 – 22/07
£470/nighttotal: £1880 (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
£2031/nighttotal: £6093 (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.
Islamorada, FL
21/06 – 26/06
£516/nighttotal: £2580 (5 )
Oceanfront Studio W/kitchenette & Pool
1 2
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.
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.
8.0 1 review
Islamorada, FL
18/07 – 22/07
£648/nighttotal: £2592 (4 )
2 Suites W/kitchenette, Pool & Free Parking
4 4
B&B , Islamorada, Village of Islands
Discover Luxury Bed and Breakfasts in Islamorada, FL
For those seeking excellence, a high-end B&B near the water in Islamorada, FL offers a refined retreat with exceptional attention to detail.
Islamorada, FL
30/07 – 06/08
£215/nighttotal: £1505 (7 )
Your Weekend Adventure | 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 2 reviews
Islamorada, FL
18/07 – 22/07
£527/nighttotal: £2108 (4 )
Breathtaking Bayfront Villa W/ Private Patio
2 4
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
£752/nighttotal: £2256 (3 )
Relaxing Bay Front Villa Perfect For Couple Stay
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.