Bed and Breakfast and Inn in Islamorada, FL

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Islamorada, FL B&B
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194 Bed and Breakfast and Inn in Islamorada, FL

Find the Best Seaside Bed and Breakfasts in Islamorada, FL

Soak up the refreshing maritime atmosphere at seaside bed and breakfasts in Islamorada, FL, situated near local shoreside spots.

Another Day In Paradise! - Islamorada, FL
No reviews

Another Day In Paradise!

B&B, Islamorada, Village of Islands
This Islamorada bed and breakfast is conveniently located near the shops and restaurants of the Village of Islands, offering easy access to local amenities.
This five-bedroom guesthouse features 3.5 bathrooms, sleeps sixteen guests, and includes a swimming pool, parking, and internet access.

Best Islamorada, FL bed and breakfasts with breakfast included

Breathtaking Bayfront Villa W/ Private Patio - Islamorada, FL
10 2 reviews

Breathtaking Bayfront Villa W/ Private Patio

B&B, Islamorada, Village of Islands
This Islamorada B&B is conveniently located near the History of Diving Museum and Theater of the Sea, offering easy access to local attractions and a taste of the area's rich history. The one-bedroom villa can accommodate up to six guests, providing ample space for a family or group of friends.
The villa features a private beach, a swimming pool, a fitness center, and a gourmet kitchen with stainless steel appliances. Guests can enjoy a variety of water activities like kayaking, paddleboarding, and boat trips, or simply relax and soak up the sun on the beautiful coastline.

Frequently Asked Questions about bed and breakfast in Islamorada, FL

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Best Islamorada, FL bed and breakfasts with a garden

Relax & Recharge! W/outdoor Pool Near The Beach - Islamorada, FL
10 1 review

Relax & Recharge! W/outdoor Pool Near The Beach

B&B, Islamorada, Village of Islands
This Islamorada studio rental is conveniently located off the Overseas Highway, near Sea Oats Beach and within a few miles of the Hurricane Monument and Indian Key Historic State Park.
The 540-square-foot suite offers ocean views, sleeps up to six guests, includes a kitchenette, and provides complimentary access to bikes, kayaks, and paddleboards, plus on-site amenities such as a pool and restaurant.
Awesome 1br! Free Parking, Onsite Pool - Islamorada, FL
No reviews

Awesome 1br! Free Parking, Onsite Pool

B&B, Islamorada, Village of Islands
This Islamorada beachfront guesthouse offers direct beach access and proximity to Anne's Beach, Theater of the Sea, and the History of Diving Museum, with views of Alligator Reef Lighthouse.
The 800-square-foot, one-bedroom suite sleeps up to six guests and includes a king bed, sofa bed, ocean views, an outdoor pool, fitness center, water sports facilities, American breakfast, and a resort restaurant.
Enjoy A Hassle-free Stay! 4 Comfortable Units - Islamorada, FL
No reviews

Enjoy A Hassle-free Stay! 4 Comfortable Units

B&B, Islamorada, Village of Islands
This beachfront bed and breakfast in Islamorada, Village of Islands, offers direct access to a private beach and unobstructed views of the Alligator Reef Lighthouse, with Anne's Beach, Theater of the Sea, and the History of Diving Museum all within a 2-mile radius. This four-bedroom, four-bathroom inn accommodates up to 16 guests and features an outdoor swimming pool, fitness center, on-site water sports, and complimentary bike tours for exploring the island.
Pleasant Stay! 4 Family-friendly Units, Pool - Islamorada, FL
No reviews

Pleasant Stay! 4 Family-friendly Units, Pool

B&B, Islamorada, Village of Islands
This Islamorada bed and breakfast is located just a short drive from both the Atlantic Ocean and the Gulf of Mexico, making it a perfect base for exploring the area's natural beauty. The property sits within a 3.7-mile radius of several attractions, including Lignumvitae Key Botanical State Park, where you can swim with dolphins.
This charming inn offers spacious rooms for up to 16 guests, with comfortable beds and all the amenities you need for a relaxing stay. Enjoy a refreshing dip in the pool, relax in the garden, and take advantage of the on-site restaurant, bar, and fitness center.

Search B&bs with Swimming Pool in Islamorada, FL

On-site pool access at your B&B in Islamorada, FL provides a refreshing swim to complement your day by the water.

Island Villas | 2 Units | Islamorada Bayside Views - Islamorada, FL
10 5 reviews

Island Villas | 2 Units | Islamorada Bayside Views

B&B, Islamorada, Village of Islands
This Islamorada bayside property offers two 950-square-foot, two-bedroom villas, each with two king beds and a sofa bed, providing easy access to the History of Diving Museum and Theater of the Sea.
Each villa features a gourmet kitchen with stainless steel appliances and granite countertops, accommodating up to 12 guests and offering on-site amenities including a pool, BBQ facilities, a fishing pier, and boat slips (for rent).
3 Units | Island Views | 5 Mi To Windley Reef - Islamorada, FL
10 1 review

3 Units | Island Views | 5 Mi To Windley Reef

B&B, Islamorada, Village of Islands
This Islamorada bed and breakfast offers three spacious rooms (370 sq ft each) with two queen beds, private patios, and beachfront access, conveniently located near 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.
This beachfront guesthouse boasts a pool, 24/7 front desk, on-site restaurant and bar, water sports, bike rentals, a kids' play area, and sleeps up to 12 guests, with complimentary shuttle service within a 1.5-mile radius (12 PM to 10 PM, first-come, first-served).
2 Separate Unites W/2 Bedrooms, Kitchenette & Pool - Islamorada, FL
No reviews

2 Separate Unites W/2 Bedrooms, Kitchenette & Pool

B&B, Islamorada, Village of Islands
La Siesta Resort & Villas offers a private beachfront location in Islamorada, Florida Keys, providing easy access to various attractions.
This Islamorada lodging boasts 6 bedrooms accommodating up to 16 guests, featuring 1,350 square feet of space per room, a heated pool, kayak and paddleboard rentals, and daily maid service.
Scenic Bayside Resort | 2 Villas W/ Living Area - Islamorada, FL
No reviews

Scenic Bayside Resort | 2 Villas W/ Living Area

B&B, Islamorada, Village of Islands
This Islamorada bed and breakfast is located directly on the waterfront, just minutes away from the History of Diving Museum and the Theater of the Sea. The property offers a serene and peaceful setting with stunning ocean views and easy access to various water activities.
Each villa has two bedrooms and two bathrooms, accommodating up to 12 guests. The resort offers a range of amenities, including a swimming pool, a fitness center, a private beach, and a gourmet kitchen in each villa.

Find the Best Bed and Breakfasts with Parking in Islamorada, FL

Having parking at your B&B in Islamorada, FL makes reaching the coast easy every day of your stay.

2 Suites W/queen Beds, Kitchenette, Pool & Parking - Islamorada, FL
10 1 review

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

B&B, Islamorada, Village of Islands
Idyllic Villa W/ Living Room, Beach & Pool Access - Islamorada, FL
9.5 13 reviews

Idyllic Villa W/ Living Room, Beach & Pool Access

B&B, Islamorada, Village of Islands
2 Bedroom Suite W/kitchenette, Pool & Pet-friendly - Islamorada, FL
No reviews

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

B&B, Islamorada, Village of Islands
4 Units | 7 Mi To San Pedro Pk | Scuba & Snorkel - Islamorada, FL
No reviews

4 Units | 7 Mi To San Pedro Pk | Scuba & Snorkel

B&B, Islamorada, Village of Islands

Explore Bed and Breakfasts with a Hot Tub in Islamorada, FL

These B&Bs in Islamorada, FL include a hot tub or jacuzzi, ideal for a private soak after a day by the water.

Studio W/king Bed, Kitchenette, Pool & Parking - Islamorada, FL
No reviews

Studio W/king Bed, Kitchenette, Pool & Parking

B&B, Islamorada, Village of Islands

Top B&bs with a Terrace in Islamorada, FL

Each of these Islamorada, FL B&Bs features a private balcony, giving you a secluded spot to enjoy the fresh air.

Studio W/king Bed, Kitchenette, Pool & Parking - Islamorada, FL
No reviews

Studio W/king Bed, Kitchenette, Pool & Parking

B&B, Islamorada, Village of Islands

Best Islamorada, FL bed and breakfasts with air conditioning

Pleasant 1br, Convenient Location! Onsite Pool - Islamorada, FL
No reviews

Pleasant 1br, Convenient Location! Onsite Pool

B&B, Islamorada, Village of Islands
Pleasant Stay, Convenient 1br! Onsite Pool - Islamorada, FL
No reviews

Pleasant Stay, Convenient 1br! Onsite Pool

B&B, Islamorada, Village of Islands
2 Units | 6 Mi To Robbies | Fish Feeding & Boating - Islamorada, FL
10 1 review

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

B&B, Islamorada, Village of Islands
Fun Under The Sun | Beachfront, W/ Pool Onsite - Islamorada, FL
10 3 reviews

Fun Under The Sun | Beachfront, W/ Pool Onsite

B&B, Islamorada, Village of Islands
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