Bed and Breakfast in Islamorada, FL

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Islamorada, FL bed and breakfast
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120 Bed and Breakfasts and Inn in Islamorada, FL

Best Islamorada, FL bed and breakfasts with air conditioning

Spacious Miami Suite | 5.2 Mi To Brickell City - Islamorada, FL
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.
Pleasant Stay, Convenient 1br! Onsite Pool - Islamorada, FL
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.
2 Queen Beds Studio W/pool & Free Parking! - Islamorada, FL
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.
Tropical Playground! Beachfront, Onsite Pool! - Islamorada, FL
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

2 Separate Unites W/2 Bedrooms, Kitchenette & Pool - Islamorada, FL
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

Destinations nearby

Best Islamorada, FL bed and breakfasts with a garden

Enjoy A Fun 1br Stay! Pool, Free Parking - Islamorada, FL
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).
2 Bedroom Oceanfront Suite W/kitchenette & Pool - Islamorada, FL
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.
Awesome 1br! Free Parking, Onsite Pool - Islamorada, FL
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.
Your Home Away From Home! 2 Convenient Units, Pool - Islamorada, FL
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.

2 Villas | Bayside Islamorada | Near Overseas Hwy - Islamorada, FL
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.
Idyllic Villa W/ Serene Bay Views & Pool Access - Islamorada, FL
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.
3 Units | Island Views | 5 Mi To Windley Reef - Islamorada, FL
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.
Oceanfront Studio W/kitchenette & Pool - Islamorada, FL
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.

2 Suites W/kitchenette, Pool & Free Parking - Islamorada, FL
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.

Your Weekend Adventure | Free Breakfast & Parking - Islamorada, FL
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.

Breathtaking Bayfront Villa W/ Private Patio - Islamorada, FL
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.

Relaxing Bay Front Villa Perfect For Couple Stay - Islamorada, FL
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.

Unwind & Recharge | Pool, Breakfast & Parking - Islamorada, FL
Islamorada, FL
21/06 – 26/06
£268/nighttotal: £1340 (5 )

Unwind & Recharge | Pool, Breakfast & Parking

1 2
B&B , Islamorada, Village of Islands
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