Bed and Breakfast in Islamorada, FL

120 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Islamorada, FL bed and breakfast
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

120 Bed and Breakfasts in Islamorada, FL

Best Islamorada, FL bed and breakfasts with breakfast included

Islamorada Hideaway | Free Breakfast & Parking - Islamorada, FL
Islamorada, FL
09/10 – 12/10
251 â‚¬/nighttotal: 753 â‚¬ (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

Ideal Mix Of Comfort & Value! Free Parking/ Pool - Islamorada, FL
10 3 reviews
Islamorada, FL
09/10 – 12/10
473 â‚¬/nighttotal: 1419 â‚¬ (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.
2 Suites W/kitchenette, Pool & Free Parking - Islamorada, FL
8.0 1 review
Islamorada, FL
07/07 – 11/07
751 â‚¬/nighttotal: 3004 â‚¬ (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.
Scenic Getaway | 2 Villas W/ Private Beach Access - Islamorada, FL
9.3 3 reviews
Islamorada, FL
09/10 – 12/10
1481 â‚¬/nighttotal: 4443 â‚¬ (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.
Resort View Family Suite - Islamorada, FL
9.1 42 reviews
Islamorada, FL
03/08 – 05/08
361 â‚¬/nighttotal: 722 â‚¬ (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

Destinations nearby

Best Islamorada, FL bed and breakfasts with a garden

Oceanfront Studio King W/kitchenette & Pool - Islamorada, FL
Islamorada, FL
26/06 – 30/06
680 â‚¬/nighttotal: 2720 â‚¬ (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.
Pleasant 1br, Convenient Location! Onsite Pool - Islamorada, FL
Islamorada, FL
28/06 – 01/07
466 â‚¬/nighttotal: 1398 â‚¬ (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 Suites W/queen Beds, Kitchenette, Pool & Parking - Islamorada, FL
10 1 review
Islamorada, FL
07/07 – 11/07
734 â‚¬/nighttotal: 2936 â‚¬ (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.
4 Units | 7 Mi To San Pedro Pk | Scuba & Snorkel - Islamorada, FL
Islamorada, FL
01/07 – 05/07
3121 â‚¬/nighttotal: 12484 â‚¬ (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

Great Location! Pets Allowed, Onsite Pool - Islamorada, FL
Islamorada, FL
30/07 – 06/08
284 â‚¬/nighttotal: 1988 â‚¬ (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.
Seascape Escape! Swimming Pool, Pet-friendly! - Islamorada, FL
Islamorada, FL
26/06 – 30/06
602 â‚¬/nighttotal: 2408 â‚¬ (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).
Spacious 1br Suite W/ Kitchenette | Free Parking - Islamorada, FL
10 2 reviews
Islamorada, FL
04/08 – 09/08
488 â‚¬/nighttotal: 2440 â‚¬ (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.
Comfort And Relaxation 1br! Free Parking, Pool - Islamorada, FL
Islamorada, FL
28/06 – 01/07
466 â‚¬/nighttotal: 1398 â‚¬ (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).
©2026 cozycozy.com