Islamorada, FL bed and breakfastcozycozy

Bed and Breakfast in Islamorada, FL

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194 Bed and Breakfasts and Inn in Islamorada, FL

2 Bedroom Suite W/kitchenette, Pool & Pet-friendly - Islamorada, FL
Islamorada, FL
6 2
£963/nighttotal: £2889 (3 )

2 Bedroom Suite W/kitchenette, Pool & Pet-friendly

B&B - Islamorada, Village of Islands
La Siesta Resort & Villas, a beachfront property in Islamorada, Florida Keys, offers easy access to various Keys attractions.
This pet-friendly guesthouse boasts two bedrooms sleeping eight guests across 99 square metres, featuring kitchenettes, a swimming pool, and on-site kayak and paddleboard rentals; a poolside bar and daily cleaning are also included.
Rare Find! Free Parking, Pets Allowed, Pool - Islamorada, FL
8.7 3 reviews
Islamorada, FL
2 1
£224/nighttotal: £448 (2 )

Rare Find! Free Parking, Pets Allowed, Pool

B&B - Islamorada, Village of Islands
This beachfront bed and breakfast is situated in Islamorada, Village of Islands, offering stunning views of Alligator Reef Lighthouse and easy access to nearby attractions like Anne's Beach, Theatre of the Sea, and the History of Diving Museum.
The 269 square foot Standard Room King features a comfortable king bed, twin sleeper chair, balcony, daily housekeeping, coffee maker, and all linens, towels, and bathroom essentials and comes with a resort fee that includes parking, access to the private beach lounge, and other amenities.
Best Place To Unwind! 2 Pleasant Units, Pool - Islamorada, FL
Islamorada, FL
6 2
£849/nighttotal: £2547 (3 )

Best Place To Unwind! 2 Pleasant Units, Pool

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.
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room - Islamorada, FL
Islamorada, FL
2 1
£942/nighttotal: £1884 (2 )

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

B&B - Islamorada, Village of Islands
Casa Morada's largest suite, in Islamorada's Matecumbe district, offers a tranquil escape near the Hurricane Monument and Indian Key Historic State Park, the exact distances to which are unspecified.
This one-bedroom, one-bathroom apartment sleeps three, boasting a private terrace, indoor jacuzzi, king-size bed, free Wi-Fi, complimentary breakfast, and free on-site parking, close to local breweries.
Spacious Suite & Pool | 5.8 Mi To Bayfront Park - Islamorada, FL
Islamorada, FL
6 2
£2268/nighttotal: £6804 (3 )

Spacious Suite & Pool | 5.8 Mi To Bayfront Park

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.
2 Separate Unites W/2 Bedrooms, Kitchenette & Pool - Islamorada, FL
Islamorada, FL
10 4
£1067/nighttotal: £2134 (2 )

2 Separate Unites W/2 Bedrooms, Kitchenette & Pool

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.
Resort View Family Suite - Islamorada, FL
9.2 45 reviews
Islamorada, FL
6 2
£333/nighttotal: £999 (3 )

Resort View Family Suite

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.
Fun Under The Sun | Beachfront, W/ Pool Onsite - Islamorada, FL
10 3 reviews
Islamorada, FL
2 1
£284/nighttotal: £568 (2 )

Fun Under The Sun | Beachfront, W/ Pool Onsite

B&B - Islamorada, Village of Islands
This Islamorada bed and breakfast enjoys a convenient location near the Florida Keys Brewing Co. and Bud n' Mary's Dive Center, offering easy access (by car) to Indian Key Historic State Park and San Pedro Underwater Park.
The 370 sq ft (34 sq m) guest room, accommodating two guests, features a private patio, tropical views, and access to on-site amenities including a swimming pool, water sports facilities, a restaurant, a bar, and recreational activities such as table tennis and bicycle hire.
Convenient Stay, Superb Location, Free Breakfast - Islamorada, FL
Islamorada, FL
2 1
£284/nighttotal: £1136 (4 )

Convenient Stay, Superb Location, Free Breakfast

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.
Enjoy Hassle-free Stay! 3 Comfortable Units, Pool - Islamorada, FL
Islamorada, FL
10 3
£1402/nighttotal: £2804 (2 )

Enjoy Hassle-free Stay! 3 Comfortable Units, Pool

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 and the History of Diving Museum within easy reach. Guests can enjoy three bedrooms, three bathrooms, and accommodation for up to twelve people, alongside amenities such as air conditioning, a swimming pool, on-site dining, and water sports facilities.
Best Place To Unwind! 3 Convenient Units, Pool - Islamorada, FL
Islamorada, FL
10 3
£1402/nighttotal: £2804 (2 )

Best Place To Unwind! 3 Convenient Units, Pool

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.
Breathtaking Bayfront Villa W/ Private Patio - Islamorada, FL
10 2 reviews
Islamorada, FL
6 2
£801/nighttotal: £2403 (3 )

Breathtaking Bayfront Villa W/ Private Patio

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.

Best Islamorada, FL bed and breakfasts with air conditioning

2 Queen Beds Studio W/pool & Free Parking! - Islamorada, FL
10 1 review
Islamorada, FL
6 1
£558/nighttotal: £1674 (3 )

2 Queen Beds Studio W/pool & Free Parking!

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.
Islamorada Hideaway | Free Breakfast & Parking - Islamorada, FL
Islamorada, FL
2 1
£245/nighttotal: £490 (2 )

Islamorada Hideaway | Free Breakfast & Parking

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.
2 Units | 6 Mi To Robbies | Fish Feeding & Boating - Islamorada, FL
10 1 review
Islamorada, FL
6 2
£1392/nighttotal: £4176 (3 )

2 Units | 6 Mi To Robbies | Fish Feeding & Boating

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.
Pleasant 1br, Convenient Location! Onsite Pool - Islamorada, FL
Islamorada, FL
2 1
£235/nighttotal: £470 (2 )

Pleasant 1br, Convenient Location! Onsite Pool

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.

Best Islamorada, FL bed and breakfasts with breakfast included

2 Rooms W/balcony, Outdoor Pool, & Free Parking - Islamorada, FL
Islamorada, FL
6 2
£863/nighttotal: £2589 (3 )

2 Rooms W/balcony, Outdoor Pool, & Free Parking

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.

Frequently asked questions about bed and breakfast in Islamorada, FL

Popular destinations

Best Islamorada, FL bed and breakfasts with a garden

Secluded Getaway Villa | Three Units, Pool Access - Islamorada, FL
10 4 reviews
Islamorada, FL
10 6
£1034/nighttotal: £2068 (2 )

Secluded Getaway Villa | Three Units, Pool Access

B&B - Islamorada, Village of Islands
This Islamorada bayside resort, offering easy access to the History of Diving Museum and Theatre of the Sea, provides three 950 sq ft villas with private beach access.
Each villa in this six-bedroom, four-bathroom property sleeps four, boasting gourmet kitchens, a swimming pool, BBQ facilities, fishing pier, boat slips (up to 7m), and free parking (one car per villa), accommodating up to sixteen guests.
Enjoy A Hassle-free Stay! 4 Comfortable Units - Islamorada, FL
10 1 review
Islamorada, FL
10 4
£1831/nighttotal: £3662 (2 )

Enjoy A Hassle-free Stay! 4 Comfortable Units

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).
Spacious 1br Suite W/ Kitchenette | Free Parking - Islamorada, FL
10 2 reviews
Islamorada, FL
2 1
£557/nighttotal: £2228 (4 )

Spacious 1br Suite W/ Kitchenette | Free Parking

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.
3 Bedroom Suite W/kitchenette, Pool & Free Parking - Islamorada, FL
10 2 reviews
Islamorada, FL
6 3
£1114/nighttotal: £3342 (3 )

3 Bedroom Suite W/kitchenette, Pool & Free Parking

B&B - Islamorada, Village of Islands
This Islamorada guesthouse is conveniently located off the Overseas Highway, offering easy access to Sea Oats Beach and within a short drive (a few kilometres) of the Hurricane Monument and Indian Key Historic State Park.
The 717 sq ft three-bedroom suite sleeps up to eight guests and includes a kitchenette, while the property boasts on-site amenities such as a swimming pool, restaurant, bar, and complimentary kayaks, paddleboards, and bicycles.

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 Bedroom Suite W/kitchenette, Pool & Free Parking - Islamorada, FL
8.6 7 reviews
Islamorada, FL
6 2
£515/nighttotal: £1545 (3 )

2 Bedroom Suite W/kitchenette, Pool & Free Parking

B&B - Islamorada, Village of Islands
This Islamorada guesthouse is conveniently located off the Overseas Highway, within a few kilometres of Sea Oats Beach and Hurricane Monument & Indian Key Historic State Park.
The spacious 125 square metre two-bedroom suite sleeps up to eight guests, offering a king bed, two queen beds, a sofa bed, a kitchenette, private balcony with garden views, and access to on-site amenities including a swimming pool, restaurant, bar, and complimentary water sports equipment.
Relax & Recharge! W/outdoor Pool Near The Beach - Islamorada, FL
10 1 review
Islamorada, FL
6 1
£558/nighttotal: £1674 (3 )

Relax & Recharge! W/outdoor Pool Near The Beach

B&B - Islamorada, Village of Islands
This Islamorada studio apartment is conveniently located off the Overseas Highway, a few kilometres from Sea Oats Beach and Hurricane Monument, offering easy access to Indian Key Historic State Park and dolphin-watching opportunities.
The 50 square metre self-catering unit sleeps six, features a kitchenette with coffee maker and microwave, and benefits from on-site amenities including a swimming pool, restaurant, bar, and complimentary use of kayaks and paddleboards.
Island Villa | Islamorada Keys | Bayside Views - Islamorada, FL
9.3 97 reviews
Islamorada, FL
2 3
£254/nighttotal: £508 (2 )

Island Villa | Islamorada Keys | Bayside Views

B&B - Islamorada, Village of Islands
This B&B is located in Islamorada, Village of Islands, just a short drive from the History of Diving Museum and Theater of the Sea, offering a peaceful escape with easy access to local attractions.
The villa suites are spacious and can comfortably accommodate up to six guests, with two king beds and a sofa bed. Guests can enjoy a private beach, a swimming pool, kayaking, paddleboarding, fishing, and BBQ facilities, making it perfect for families or groups.
Tropical Getaway | Free Breakfast & Parking | Pool - Islamorada, FL
Islamorada, FL
2 1
£194/nighttotal: £388 (2 )

Tropical Getaway | Free Breakfast & Parking | Pool

B&B - Islamorada, Village of Islands
This guest house is situated in Islamorada, Village of Islands, approximately 160 kilometres south of Miami, offering picturesque bay and ocean vistas and serving as an ideal base for exploring the 'Sport Fishing Capital of the World'.
The 52 square metre room accommodates two guests and includes air conditioning, Wi-Fi, a television, complimentary toiletries, and access to a swimming pool, with pets permitted for an additional fee and free parking provided.

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.

Idyllic Villa W/ Living Room, Beach & Pool Access - Islamorada, FL
9.5 13 reviews
Islamorada, FL
1 3
£712/nightfor 1 night

Idyllic Villa W/ Living Room, Beach & Pool Access

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.

Resort View Family Suite - Islamorada, FL
9.2 45 reviews
Islamorada, FL
6 2
£333/nighttotal: £999 (3 )

Resort View Family Suite

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.

Your Home Away From Home! 2 Convenient Units, Pool - Islamorada, FL
Islamorada, FL
6 2
£849/nighttotal: £2547 (3 )

Your Home Away From Home! 2 Convenient Units, Pool

B&B - Islamorada, Village of Islands
Your Weekend Adventure | Free Breakfast & Parking - Islamorada, FL
Islamorada, FL
2 1
£260/nighttotal: £1040 (4 )

Your Weekend Adventure | Free Breakfast & Parking

B&B - Islamorada, Village of Islands
Best Place To Unwind! 3 Convenient Units, Pool - Islamorada, FL
Islamorada, FL
10 3
£1402/nighttotal: £2804 (2 )

Best Place To Unwind! 3 Convenient Units, Pool

B&B - Islamorada, Village of Islands
2 Suites W/queen Beds, Kitchenette, Pool & Parking - Islamorada, FL
10 1 review
Islamorada, FL
10 2
£961/nighttotal: £1922 (2 )

2 Suites W/queen Beds, Kitchenette, Pool & Parking

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.

2 Bedroom Suite W/kitchenette, Pool & Pet-friendly - Islamorada, FL
Islamorada, FL
6 2
£963/nighttotal: £2889 (3 )

2 Bedroom Suite W/kitchenette, Pool & Pet-friendly

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.

2 Rooms W/balcony, Outdoor Pool, & Free Parking - Islamorada, FL
Islamorada, FL
6 2
£863/nighttotal: £2589 (3 )

2 Rooms W/balcony, Outdoor Pool, & Free Parking

B&B - Islamorada, Village of Islands
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