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.
Islamorada, FL
07/03 – 07/05
$1641/nighttotal: $3282 (2 )
Oceanview W/ Pool&gym | 2 Mi To Founders Park
1 2
B&B , Islamorada, Village of Islands
This bed and breakfast is located in Islamorada, Village of Islands, offering direct ocean access and situated along the Overseas Highway, just a short distance from Theater of the Sea and Indian Key Historic State Park. This pet-friendly accommodation features air conditioning, internet, a shared outdoor swimming pool, and a garden, with a guest capacity of two, and includes complimentary toiletries, a TV, daily cleaning, and free parking.
Islamorada, FL
06/28 – 07/01
$1326/nighttotal: $3978 (3 )
2 Bedroom Suite W/kitchenette, Pool & Pet-friendly
2 5
B&B , Islamorada, Village of Islands
La Siesta Resort & Villas, a beachfront property in Islamorada, Florida, offers convenient access to the Village of Islands' attractions. This pet-friendly Islamorada lodging boasts two bedrooms, sleeps eight guests, features 1,065 square feet of space with kitchenettes, a pool, and on-site kayak and paddleboard rentals.
Islamorada, FL
06/21 – 06/26
$834/nighttotal: $4170 (5 )
Waterfront Whispers 1br! Beach, Swimming Pool!
1 2
B&B , Islamorada, Village of Islands
This Islamorada oceanfront guesthouse offers a king bed suite, plus a sofa bed, totaling 800 square feet, and is conveniently located near Anne's Beach, Theater of the Sea, and the History of Diving Museum, with stunning Alligator Reef Lighthouse views. The pet-friendly inn includes an outdoor pool, sun terrace, fitness center, 24/7 front desk, free shuttle service, on-site water sports, and American breakfast, accommodating up to four guests with one bedroom and one bathroom, plus a daily $50 pet fee (maximum two pets).
8.0 1 review
Islamorada, FL
06/21 – 06/26
$378/nighttotal: $1890 (5 )
Rare Find! Free Parking, Pets Allowed, Pool
1 2
B&B , Islamorada, Village of Islands
Located in the Village of Islands, this B&B offers a tropical ambiance with stunning views of the Atlantic Ocean and the Gulf of Mexico. Its proximity to Lignumvitae Key Botanical State Park and its pet-friendly policy make it an ideal choice for nature lovers and travelers with furry companions. With a very good user, location, and cleanliness rating, this B&B features a one-bedroom, one-bathroom layout with a guest capacity of four. Guests can enjoy various amenities such as a swimming pool, garden, fitness center, poolside bar, and free shuttle service within a 3.7-mile radius. Additionally, the B&B offers unique experiences like swimming with wild dolphins, making it a memorable stay for travelers visiting Islamorada.
8.7 6 reviews
Islamorada, FL
07/03 – 07/05
$691/nighttotal: $1382 (2 )
You Found It! Free Parking, Pets Allowed
1 2
B&B , Islamorada, Village of Islands
This Islamorada bed and breakfast is located directly on the beachfront, offering stunning views of Alligator Reef Lighthouse and is just a short distance from Anne's Beach, Theater of the Sea, and the History of Diving Museum. The property is situated in a tranquil area, perfect for those seeking relaxation and easy access to the island's attractions. The charming inn features a single bedroom and bathroom, accommodating up to three guests. It offers a range of amenities, including a swimming pool, a fitness center, a bar, and a complimentary American breakfast. Guests can enjoy activities like snorkeling, diving, and fishing, or explore the island on bike tours.
Islamorada, FL
06/28 – 07/01
$538/nighttotal: $1614 (3 )
Pleasant Stay, Convenient 1br! Onsite Pool
1 5
B&B , Islamorada, Village of Islands
This Islamorada bed and breakfast is located on the beautiful Florida Keys, just a short distance from Lignumvitae Key Botanical State Park, offering easy access to both the Atlantic Ocean and the Gulf of Mexico. You can swim with wild dolphins right from the property. The one-bedroom suite has a spacious layout and can accommodate up to six guests. Enjoy amenities like a swimming pool, fitness center, poolside bar, marina, on-site restaurant, and free shuttle service within a 3.7-mile radius.
Islamorada, FL
10/16 – 10/18
$1581/nighttotal: $3162 (2 )
3 Guest Room, 2 Queens, Balcony Pools & Parking
3 12
B&B , Islamorada, Village of Islands
Three Waters Resort & Marina, situated in Islamorada, Florida, offers convenient access to the Atlantic Ocean, Gulf of Mexico, and Florida Bay. This Islamorada pet-friendly lodging boasts three 338-square-foot rooms, accommodating up to 12 guests, and features three pools, a fitness center, on-site marina, and daily housekeeping.
This Islamorada inn is located approximately one hour south of Miami, offering bay and ocean views in the "Sport Fishing Capital of the World." This 559 sq. ft. pet-friendly guesthouse accommodates two guests and includes air conditioning, internet, a swimming pool, daily cleaning, and free parking, with an additional charge for pets and a mandatory resort fee.
10 1 review
Islamorada, FL
07/03 – 07/05
$886/nighttotal: $1772 (2 )
Serenity Sands! Free Parking, Swimming Pool!
1 2
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse offers a private beach lounge and is near Anne's Beach, the Theater of the Sea, and the History of Diving Museum, with Alligator Reef Lighthouse views from the sun terrace. The one-bedroom, one-bathroom unit sleeps three guests and includes an outdoor pool, fitness center, daily housekeeping, American breakfast, on-site restaurant, and water sports access (fees apply); pets are welcome ($50/pet/day, max two).
8.3 6 reviews
Islamorada, FL
06/28 – 07/01
$717/nighttotal: $2151 (3 )
2 Bedroom Suite W/kitchenette, Pool & Free Parking
2 5
B&B , Islamorada, Village of Islands
This Islamorada bed and breakfast offers a spacious two-bedroom suite (1350 square feet) conveniently located off the Overseas Highway, within easy reach of Sea Oats Beach, Hurricane Monument, and Indian Key Historic State Park. The pet-friendly guesthouse features a king bed, two queen beds, a sofa sleeper, accommodating up to eight guests, and includes on-site amenities such as a swimming pool, restaurant, bar, boat slips, and complimentary water sports equipment (kayaks, paddleboards, and bikes).
Islamorada, FL
06/28 – 07/01
$538/nighttotal: $1614 (3 )
Comfort And Relaxation 1br! Free Parking, Pool
1 5
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse offers a spacious 800-square-foot suite, sleeping up to six guests, and is conveniently located near Anne's Beach, Theater of the Sea, and the History of Diving Museum, with stunning Alligator Reef Lighthouse views. The pet-friendly inn boasts an outdoor pool, sun terrace, on-site restaurant and bar, and includes two queen beds plus a sofa bed, along with 24/7 front desk and security, plus free shuttle service to a nearby golf course.
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.
10 3 reviews
Islamorada, FL
10/09 – 10/12
$2112/nighttotal: $6336 (3 )
Secluded Getaway Villa | Three Units, Pool Access
6 2
B&B , Islamorada, Village of Islands
This Islamorada bayside resort, near the History of Diving Museum and Theater of the Sea, offers three beachfront villas with private beach access. Each 950-square-foot villa features two king beds, a sofa bed, gourmet kitchen, and sleeps up to six guests; the entire property accommodates sixteen, with amenities including a pool, BBQ, fishing pier, and on-site water sports.
Best Islamorada, FL bed and breakfasts with breakfast included
Islamorada, FL
10/16 – 10/18
$2154/nighttotal: $4308 (2 )
Guest Room, 2 Queens, Marina View, Balcony, 4 Unit
4 12
B&B , Islamorada, Village of Islands
Three Waters Resort & Marina, located in Islamorada, Florida, offers easy access to various fishing spots and attractions at the convergence of the Atlantic Ocean, Gulf of Mexico, and Florida Bay. This Islamorada pet-friendly guesthouse features four 312-square-foot rooms, accommodating up to 16 guests, with access to three pools, beaches, oceanfront dining, a full-service marina, and a water taxi service to sister resorts; daily housekeeping and a fitness center are included.
Frequently Asked Questions about bed and breakfast in Islamorada, FL
What weather can travelers expect when exploring nature in Islamorada, FL?
Islamorada has a subtropical climate with warm temperatures year-round. Expect sunshine and humidity, with occasional showers. During the summer months, it's hot and humid, with temperatures in the 80s and 90s. Winter is the coolest time of year, with temperatures in the 70s.
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, snorkeling, diving, kayaking, paddleboarding, and boating. If you're looking for something a little more adventurous, you can try kiteboarding or windsurfing. There are also plenty of hiking and biking trails in the area.
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 located in the Florida Keys, a chain of islands that stretches south from Miami. You can easily drive to Key West, which is about 100 miles south of Islamorada. Miami is about 120 miles north of Islamorada and is accessible by car or bus.
What are the best bed and breakfasts with a jacuzzi in Islamorada, FL?
Best Islamorada, FL bed and breakfasts with a garden
9.5 8 reviews
Islamorada, FL
07/02 – 07/05
$787/nighttotal: $2361 (3 )
Idyllic Villa W/ Living Room, Beach & Pool Access
1 5
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. The surrounding area is known for its beautiful beaches and water activities. The B&B offers spacious villa suites with two king beds and a sofa bed, comfortably accommodating up to six guests. Guests can enjoy a variety of amenities, including a swimming pool, fitness center, and a gourmet kitchen, along with access to kayaks, paddleboards, and boat trips.
Islamorada, FL
07/03 – 07/05
$1894/nighttotal: $3788 (2 )
Morning Gym Session | 2.0 Mi To Miracle Mile
1 2
B&B , Islamorada, Village of Islands
This Islamorada B&B offers a waterfront experience steps from the ocean, providing convenient access to world-class fishing grounds and local dining. This pet-friendly accommodation features a 370 sq. ft room with air conditioning, internet, a TV, and complimentary toiletries, with a shared outdoor pool open year-round and free parking.
Islamorada, FL
06/28 – 07/01
$2499/nighttotal: $7497 (3 )
Modern Kitchen Flat | 6.1 Mi To Kaseya Center
2 5
B&B , Islamorada, Village of Islands
This oceanside resort is located directly on the Overseas Highway in Islamorada, Village of Islands, offering easy access to local dining and water activities. This pet-friendly B&B features 1070 sq. ft. accommodations with 2 bedrooms and 2 bathrooms, a basic kitchen, air conditioning, and complimentary toiletries, with a shared outdoor pool available year-round and free parking.
Islamorada, FL
07/03 – 07/05
$1013/nighttotal: $2026 (2 )
Sunset Splendors! Pet-friendly, Outdoor Pool!
1 2
B&B , Islamorada, Village of Islands
This Islamorada beachfront guesthouse offers stunning Alligator Reef Lighthouse views and is a short drive from Anne's Beach, the Theater of the Sea, and the History of Diving Museum. The 345-square-foot pet-friendly room features two queen beds, a sofa bed, a lanai, and access to an on-site pool, fitness center, bar, restaurant, and water sports facilities.
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.
10 1 review
Islamorada, FL
07/03 – 07/05
$1173/nighttotal: $2346 (2 )
Summer Escapade | Onsite Gym And Beach Access
1 2
B&B , Islamorada, Village of Islands
This Islamorada bed and breakfast is conveniently located near Florida Keys Brewing Co. and Bud n' Mary's Dive Center, making it easy to explore the area's attractions. The one-bedroom, one-bathroom inn offers a private beach, swimming pool, and on-site restaurant and bar, providing a comfortable and relaxing stay for up to four guests.
Islamorada, FL
07/03 – 07/05
$1894/nighttotal: $3788 (2 )
Oceanside Islander Resort | 0.4 Mi To Cocowalk
1 2
B&B , Islamorada, Village of Islands
This Islamorada bed and breakfast is located on the Overseas Highway, offering easy access to local beaches and water activities, with Robbie's Marina and the History of Diving Museum just a short distance away. The 370 sq. ft. room accommodates two guests and features a private bathroom, air conditioning, complimentary toiletries, and TV, with a shared outdoor pool available daily and pets welcome for an additional charge.
Islamorada, FL
07/03 – 07/05
$945/nighttotal: $1890 (2 )
Oceanfront Studio W/kitchenette & Pool
1 2
B&B , Islamorada, Village of Islands
This oceanfront Islamorada studio, part of La Siesta Resort & Villas, is located off the Overseas Highway, within easy reach of Sea Oats Beach and a short drive from the Hurricane Monument and Indian Key Historic State Park. This 450-square-foot suite offers a queen bed, sofa sleeper, kitchenette, and balcony, accommodating up to four guests and providing access to resort amenities including a pool, restaurant, bar, shuttle service, and complimentary water sports equipment.
10 3 reviews
Islamorada, FL
10/09 – 10/12
$527/nighttotal: $1581 (3 )
Beach Escapade! Near Anne's Beach And Sea Oats!
1 2
B&B , Islamorada, Village of Islands
This Islamorada bed and breakfast is directly on the beach, offering stunning views of Alligator Reef Lighthouse and easy access to Anne's Beach, Theater of the Sea, and the History of Diving Museum. The 269 square foot guest room features two queen beds, a private bathroom, and access to a shared swimming pool, garden, and fitness center.
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.
Islamorada, FL
07/03 – 07/05
$1578/nighttotal: $3156 (2 )
Large Suite W/ Sauna | 1.5 Mi To The Kampong
1 2
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.
Islamorada, FL
06/28 – 07/01
$538/nighttotal: $1614 (3 )
Comfort And Relaxation 1br! Free Parking, Pool
1 5
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.
8.0 1 review
Islamorada, FL
06/21 – 06/26
$378/nighttotal: $1890 (5 )
Rare Find! Free Parking, Pets Allowed, Pool
1 2
B&B , Islamorada, Village of Islands
Best Islamorada, FL bed and breakfasts with air conditioning
10 2 reviews
Islamorada, FL
07/18 – 07/22
$707/nighttotal: $2828 (4 )
Breathtaking Bayfront Villa W/ Private Patio
2 4
B&B , Islamorada, Village of Islands
9.1 61 reviews
Islamorada, FL
06/22 – 07/02
$251/nighttotal: $2510 (10 )
Oceanview Double Queen Balcony W/ Kitchen
1 2
B&B , Islamorada, Village of Islands
10 4 reviews
Islamorada, FL
07/02 – 07/05
$1572/nighttotal: $4716 (3 )
Island Villas | 2 Units | Islamorada Bayside Views