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.
Islamorada, FL
07/07 – 11/07
1341 €/nighttotal: 5364 € (4 )
Best Place To Unwind! 3 Convenient Units, Pool
3 4
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
28/06 – 01/07
828 €/nighttotal: 2484 € (3 )
Pleasant Stay, Convenient 1br! Onsite Pool
1 5
B&B , Islamorada, Village of Islands
This beachfront guesthouse in Islamorada, Village of Islands, offers direct views of the Alligator Reef Lighthouse and is situated just 1.3 kilometres from Anne's Beach, the Theater of the Sea, and the History of Diving Museum. This establishment provides accommodation for up to six guests in one bedroom and one bathroom, featuring air conditioning, Wi-Fi, a swimming pool, a garden, a fitness centre, and on-site parking, with additional amenities including water sports facilities, a restaurant, and complimentary bike tours.
10 1 review
Islamorada, FL
09/10 – 12/10
688 €/nighttotal: 2064 € (3 )
Ocean Vibe W/ Pool Gym | 7 Mi To San Pedro Park
1 2
B&B , Islamorada, Village of Islands
This Islamorada guesthouse offers direct beachfront access near Florida Keys Brewing Co. and Bud n' Mary's Dive Centre, within easy driving distance of Indian Key Historic State Park and San Pedro Underwater Park. The 37-square-metre room features two queen-size beds, a patio with tropical views, and a complimentary $100 food and beverage credit (to compensate for ongoing works), accommodating up to four guests and including a swimming pool, BBQ facilities, and shuttle service within a 2.4-kilometre radius.
Islamorada, FL
26/06 – 30/06
1115 €/nighttotal: 4460 € (4 )
Oceanside Views | 5 Mi To Windley Reef | W/ Pool
1 3
B&B , Islamorada, Village of Islands
This beachfront guesthouse in Islamorada, Village of Islands, offers direct ocean access and is conveniently situated just off the Overseas Highway, providing easy reach to renowned fishing and snorkelling sites. Accommodating up to four guests across 34 square metres of living space, this pet-friendly establishment features air conditioning, complimentary Wi-Fi, a shared outdoor swimming pool, and free parking, with rooms including a television and toiletries.
9.6 14 reviews
Islamorada, FL
03/08 – 05/08
724 €/nighttotal: 1448 € (2 )
2 Villas | Bayside Islamorada | Near Overseas Hwy
4 5
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
10/07 – 15/07
232 €/nighttotal: 1160 € (5 )
Another Day In Paradise!
1 6
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.
Islamorada, FL
03/08 – 05/08
1307 €/nighttotal: 2614 € (2 )
Guest Room, 2 Queens, Marina View, Balcony 3 Units
3 5
B&B , Islamorada, Village of Islands
Three Waters Resort & Marina, situated in Islamorada, Village of Islands, offers convenient access to various fishing spots and other attractions in the Florida Keys. This pet-friendly guesthouse boasts three spacious rooms (each 29 square metres), accommodating up to 12 guests, and features a swimming pool, fitness centre, and daily housekeeping, alongside access to three pools, pristine beaches, and a full-service marina.
Islamorada, FL
10/07 – 15/07
1384 €/nighttotal: 6920 € (5 )
2 Bedroom Oceanfront Suite W/kitchenette & Pool
3 6
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.
9.6 14 reviews
Islamorada, FL
09/10 – 12/10
392 €/nighttotal: 1176 € (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.
9.4 267 reviews
Islamorada, FL
27/06 – 04/07
266 €/nighttotal: 1862 € (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
1586 €/nighttotal: 4758 € (3 )
Best Place To Unwind! 3 Convenient Units, Pool
3 5
B&B , Islamorada, Village of Islands
This beachfront guesthouse in Islamorada, Village of Islands, offers direct access to the sea and views of the Alligator Reef Lighthouse, located under 2 kilometres from Anne's Beach, the Theater of the Sea, and the History of Diving Museum. This property provides 3 bedrooms and 3 bathrooms accommodating up to 12 guests, featuring an outdoor swimming pool, on-site dining, water sports facilities, and bike tours.
Best Islamorada, FL bed and breakfasts with breakfast included
Islamorada, FL
09/10 – 12/10
251 €/nighttotal: 753 € (3 )
Islamorada Hideaway | Free Breakfast & Parking
1 2
B&B , Islamorada, Village of Islands
This hotel in Islamorada, Village of Islands, is situated approximately 160 kilometres south of Miami, offering convenient access to this popular tropical holiday destination known for its bay and ocean vistas. Each spacious 84 square metre suite accommodates two guests and includes complimentary toiletries, a television, daily cleaning, a swimming pool, and free parking, with pets welcome for an additional charge, while a mandatory resort fee applies per night.
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
10 3 reviews
Islamorada, FL
09/10 – 12/10
473 €/nighttotal: 1419 € (3 )
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.
8.0 1 review
Islamorada, FL
07/07 – 11/07
751 €/nighttotal: 3004 € (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.
9.3 3 reviews
Islamorada, FL
09/10 – 12/10
1481 €/nighttotal: 4443 € (3 )
Scenic Getaway | 2 Villas W/ Private Beach Access
4 2
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.
9.1 42 reviews
Islamorada, FL
03/08 – 05/08
361 €/nighttotal: 722 € (2 )
Resort View Family Suite
2 5
B&B , Islamorada, Village of Islands
The Resort View Queen Suite is located at the Drop Anchor Resort & Marina in Islamorada, just a short distance from the Overseas Highway and a range of restaurants and shops. This accommodation has received very good user ratings and excellent ratings for location and cleanliness. The suite has two bedrooms and one bathroom, comfortably sleeping up to six guests. It features a fully equipped kitchen, a private bathroom with a stand-up shower, and stunning views of the resort and marina.
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
26/06 – 30/06
680 €/nighttotal: 2720 € (4 )
Oceanfront Studio King W/kitchenette & Pool
1 3
B&B , Islamorada, Village of Islands
This studio apartment is located on a private beachfront in Islamorada, Village of Islands, offering direct access to the ocean. This accommodation for up to four guests includes a heated swimming pool, complimentary kayak and paddleboard rentals, and daily cleaning services, with poolside cocktails available at the on-site Sidecar bar.
Islamorada, FL
28/06 – 01/07
466 €/nighttotal: 1398 € (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.
10 1 review
Islamorada, FL
07/07 – 11/07
734 €/nighttotal: 2936 € (4 )
2 Suites W/queen Beds, Kitchenette, Pool & Parking
4 4
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.
Islamorada, FL
01/07 – 05/07
3121 €/nighttotal: 12484 € (4 )
4 Units | 7 Mi To San Pedro Pk | Scuba & Snorkel
4 7
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.
Best Islamorada, FL bed and breakfasts with air conditioning
Islamorada, FL
30/07 – 06/08
284 €/nighttotal: 1988 € (7 )
Great Location! Pets Allowed, Onsite Pool
1 2
B&B , Islamorada, Village of Islands
This beachfront guesthouse is located in Islamorada, just 160 kilometres south of Miami, offering easy access to the island's attractions. The surrounding area is known for its stunning sunsets and turquoise waters. The property has several units, each featuring a spacious suite with two queen beds, a living area with a sofa bed, and a dining area, comfortably accommodating up to four guests. Enjoy a complimentary continental breakfast, a swimming pool, kayaks, paddleboards, and a kids' play area.
Islamorada, FL
26/06 – 30/06
602 €/nighttotal: 2408 € (4 )
Seascape Escape! Swimming Pool, Pet-friendly!
1 3
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse offers direct access to a private beach lounge and is conveniently located near Anne's Beach, the Theatre of the Sea, and the History of Diving Museum, all within a few kilometres. The self-catering property boasts one bedroom, one bathroom, sleeps four guests, includes a daily American breakfast, and offers on-site amenities such as an outdoor pool, sun terrace with Alligator Reef Lighthouse views, and a fitness centre; plus water sports and a golf course shuttle (charges apply).
10 2 reviews
Islamorada, FL
04/08 – 09/08
488 €/nighttotal: 2440 € (5 )
Spacious 1br Suite W/ Kitchenette | Free Parking
2 5
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
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).