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Islamorada, FL cottages
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23 Cottages at the best price in Islamorada, FL

Best family friendly Islamorada, FL cottages

Among the 23 accommodations in Islamorada, FL, here are the 4 best family friendly cottages

Charming 2br Cottage In Prime Keys Location W/pool - Islamorada, FL
9.9 147 reviews

Charming 2br Cottage In Prime Keys Location W/pool

cottage, Islamorada, Village of Islands
The Key Lime Cottage is situated in a peaceful neighbourhood in Islamorada, just 800 metres from Founders Park and a 5-minute drive south of Annes Beach. The cottage has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property offers two bedrooms and a bathroom, comfortably accommodating up to 5 guests. Amenities include a shared heated pool, a communal kayak launch, access to the "Freebee" electric ride service, a full kitchen, outdoor seating with a grill and fire pit, and beach chairs for enjoying the nearby beaches.
Private Cottage On Bayfront Estate With Heated Pool, Deep Dockage, Kayaks And More - Islamorada, FL
10 16 reviews

Private Cottage On Bayfront Estate With Heated Pool, Deep Dockage, Kayaks And More

cottage, Islamorada, Village of Islands
This holiday home is situated in the Matecumbe district of Islamorada, a 3-minute walk from Islamorada Brewery & Distillery and an 11-minute walk from the History of Diving Museum.
Guests can enjoy a communal swimming pool and hot tub, with amenities including a kayak and bicycles provided for outdoor activities, alongside on-site parking and complimentary Wi-Fi.
Cottage With Dock Space - Islamorada, FL
10 1 review

Cottage With Dock Space

cottage, Islamorada, Village of Islands
This Islamorada canal-side property, minutes from the Snake Creek Bridge and close to Theatre of the Sea, Founders Park, restaurants, and shops, offers a private dock, BBQ facilities, and a hammock for enjoying the waterfront.
The two-bedroom, one-bathroom house sleeps four guests and includes a kitchen with fridge, freezer, and microwave, air conditioning, a swimming pool, garden, parking, internet access, and pet-friendly accommodation.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Islamorada, FL
No reviews

Cottage ∙ 1 Bedroom ∙ 4 Guests

cottage, Islamorada, Village of Islands
Little Bay Cottage is located directly on Florida Bay in Islamorada, just off Overseas Highway at Mile Marker 82.2, within easy reach of attractions like John Pennekamp Coral Reef State Park and Robbie's Marina. The cottage is part of a gated compound offering privacy and security, and has a unique floor plan with a spacious living area, two bedrooms and two bathrooms, comfortably sleeping up to four guests.
The cottage features a modern kitchen with new appliances and granite countertops, as well as a full-size washer and dryer, central air conditioning, and WiFi. Guests can also enjoy a variety of outdoor spaces for relaxation, including a sunning area with lounge chairs, hammocks, a pergola and a tiki hut, as well as a protected dock for boats up to 10 metres long.

Best Islamorada, FL cottages with a garden

Cottage With Dock Space - Islamorada, FL
10 1 review

Cottage With Dock Space

cottage, Islamorada, Village of Islands
This Islamorada canal-side property, minutes from the Snake Creek Bridge and close to Theatre of the Sea, Founders Park, restaurants, and shops, offers a private dock, BBQ facilities, and a hammock for enjoying the waterfront.
The two-bedroom, one-bathroom house sleeps four guests and includes a kitchen with fridge, freezer, and microwave, air conditioning, a swimming pool, garden, parking, internet access, and pet-friendly accommodation.
Charming 2br Cottage In Prime Keys Location W/pool - Islamorada, FL
9.9 147 reviews

Charming 2br Cottage In Prime Keys Location W/pool

cottage, Islamorada, Village of Islands
The Key Lime Cottage is situated in a peaceful neighbourhood in Islamorada, just 800 metres from Founders Park and a 5-minute drive south of Annes Beach. The cottage has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property offers two bedrooms and a bathroom, comfortably accommodating up to 5 guests. Amenities include a shared heated pool, a communal kayak launch, access to the "Freebee" electric ride service, a full kitchen, outdoor seating with a grill and fire pit, and beach chairs for enjoying the nearby beaches.
Islamorada Bungalow 2 Bed & Pool - Islamorada, FL
9.9 104 reviews

Islamorada Bungalow 2 Bed & Pool

cottage, Islamorada, Village of Islands
Bungalow Blue is located in the Shady Palms community of Islamorada, at mile marker 76, just a short walk from the community pool and a short bike ride from Robbie's Marina. The cottage has consistently received excellent ratings for its location, cleanliness, and overall experience.
This charming two-bedroom property can comfortably accommodate up to four guests. The cottage offers a private backyard, a fully equipped kitchen with modern appliances, air conditioning, and a private heated pool, making it ideal for a relaxing and enjoyable stay in the Florida Keys.
Charming Bayfront Cottage In Heart Of Islamorada With Heated Pool, Deep Dockage, Kayaks & More - Islamorada, FL
10 19 reviews

Charming Bayfront Cottage In Heart Of Islamorada With Heated Pool, Deep Dockage, Kayaks & More

cottage, Islamorada, Village of Islands
This detached house in the Matecumbe district of Islamorada offers a beachfront location, just a 3-minute walk to Islamorada Brewery & Distillery and an 11-minute walk to the History of Diving Museum.
Guests can enjoy a family-friendly stay with amenities including air conditioning, a full kitchen, complimentary Wi-Fi, a swimming pool, jacuzzi, garden, spa, parking, and access to on-site kayaks and bicycles for exploring the Village of Islands.

Frequently asked questions about cottages in Islamorada, FL

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Best Islamorada, FL cottages with a jacuzzi

Among the 23 accommodations in Islamorada, FL, here are the 2 best cottages with a jacuzzi

Private Cottage On Bayfront Estate With Heated Pool, Deep Dockage, Kayaks And More - Islamorada, FL
10 16 reviews

Private Cottage On Bayfront Estate With Heated Pool, Deep Dockage, Kayaks And More

cottage, Islamorada, Village of Islands
This holiday home is situated in the Matecumbe district of Islamorada, a 3-minute walk from Islamorada Brewery & Distillery and an 11-minute walk from the History of Diving Museum.
Guests can enjoy a communal swimming pool and hot tub, with amenities including a kayak and bicycles provided for outdoor activities, alongside on-site parking and complimentary Wi-Fi.
Charming Bayfront Cottage In Heart Of Islamorada With Heated Pool, Deep Dockage, Kayaks & More - Islamorada, FL
10 19 reviews

Charming Bayfront Cottage In Heart Of Islamorada With Heated Pool, Deep Dockage, Kayaks & More

cottage, Islamorada, Village of Islands
This detached house in the Matecumbe district of Islamorada offers a beachfront location, just a 3-minute walk to Islamorada Brewery & Distillery and an 11-minute walk to the History of Diving Museum.
Guests can enjoy a family-friendly stay with amenities including air conditioning, a full kitchen, complimentary Wi-Fi, a swimming pool, jacuzzi, garden, spa, parking, and access to on-site kayaks and bicycles for exploring the Village of Islands.

Best pet friendly Islamorada, FL cottages

Among the 23 accommodations in Islamorada, FL, here are the 4 best pet friendly cottages

Private Cottage On Bayfront Estate With Heated Pool, Deep Dockage, Kayaks And More - Islamorada, FL
10 16 reviews

Private Cottage On Bayfront Estate With Heated Pool, Deep Dockage, Kayaks And More

cottage, Islamorada, Village of Islands
This holiday home is situated in the Matecumbe district of Islamorada, a 3-minute walk from Islamorada Brewery & Distillery and an 11-minute walk from the History of Diving Museum.
Guests can enjoy a communal swimming pool and hot tub, with amenities including a kayak and bicycles provided for outdoor activities, alongside on-site parking and complimentary Wi-Fi.
Ocean Front Unit In Islamorada | Enjoy Scenic Walks On Private Beach - Islamorada, FL
8.0 2 reviews

Ocean Front Unit In Islamorada | Enjoy Scenic Walks On Private Beach

cottage, Islamorada, Village of Islands
This beachfront cottage in Islamorada's Matecumbe district is situated less than 2.4km from Indian Key Historic State Park and Bud n' Mary's Dive Center, and under 1.6km from the Hurricane Monument and Florida Keys Brewing Company.
This 42 square metre self-catering property sleeps four, featuring a bedroom, bathroom, private balcony with potential ocean views, and amenities including air conditioning, Wi-Fi, a swimming pool, and parking.
Cottage With Dock Space - Islamorada, FL
10 1 review

Cottage With Dock Space

cottage, Islamorada, Village of Islands
This Islamorada canal-side property, minutes from the Snake Creek Bridge and close to Theatre of the Sea, Founders Park, restaurants, and shops, offers a private dock, BBQ facilities, and a hammock for enjoying the waterfront.
The two-bedroom, one-bathroom house sleeps four guests and includes a kitchen with fridge, freezer, and microwave, air conditioning, a swimming pool, garden, parking, internet access, and pet-friendly accommodation.
Charming Bayfront Cottage In Heart Of Islamorada With Heated Pool, Deep Dockage, Kayaks & More - Islamorada, FL
10 19 reviews

Charming Bayfront Cottage In Heart Of Islamorada With Heated Pool, Deep Dockage, Kayaks & More

cottage, Islamorada, Village of Islands
This detached house in the Matecumbe district of Islamorada offers a beachfront location, just a 3-minute walk to Islamorada Brewery & Distillery and an 11-minute walk to the History of Diving Museum.
Guests can enjoy a family-friendly stay with amenities including air conditioning, a full kitchen, complimentary Wi-Fi, a swimming pool, jacuzzi, garden, spa, parking, and access to on-site kayaks and bicycles for exploring the Village of Islands.
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