Places to stay in Islamorada, FL

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Islamorada, FL place to stay
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2091 Best places to stay in Islamorada, FL

Best Islamorada, FL lodgings with a pool

Among the 2091 accommodations in Islamorada, FL, here are the 4 best ones with a pool

Comfort & Convenience, 3 Classy Units, Free Breakfast, Free Parking, Pool - Islamorada, FL
No reviews

Comfort & Convenience, 3 Classy Units, Free Breakfast, Free Parking, Pool

apartment, Islamorada, Village of Islands
This Islamorada beachfront apartment, centrally located in the Village of Islands, offers easy access to the History of Diving Museum and Keys History & Discovery Center.
The 75 square metre property comprises three bedrooms, three bathrooms, sleeps up to twelve guests, and includes amenities such as a private boat ramp (fee applies), heated pool, daily continental breakfast, and free use of kayaks, paddleboards, and bicycles.
Wake Up Every Day To The Sunrise From The Deck Of This Waterfront Home 2bed Home - Islamorada, FL
10 2 reviews

Wake Up Every Day To The Sunrise From The Deck Of This Waterfront Home 2bed Home

apartment, Islamorada, Village of Islands
Brand New! 2-bedroom House In Resort is situated in Seabreeze Trailer Park, Islamorada, directly opposite Founders Park, offering beach access and conveniently located a short drive from Islamorada's restaurants and fishing attractions.
This two-bedroom, two-bathroom house sleeps six, boasting full access to Sun Outdoors Islamorada resort amenities including a heated pool, clubhouse, and oceanfront boardwalk, plus proximity to John Pennekamp Coral Reef State Park.
Islamorada Bungalow #5 - Islamorada, FL
9.6 39 reviews

Islamorada Bungalow #5

apartment, Islamorada, Village of Islands
This Islamorada bungalow, ideally situated near pristine beaches and world-class fishing opportunities in the Village of Islands, offers easy access to various attractions.
The two-bedroom, one-bathroom house sleeps four, boasting a fully equipped kitchen, in-unit laundry, a private porch, and access to a community heated swimming pool; on-site bicycles are available for exploring the area.
Boat Slip Included August-november 2026! - Islamorada, FL
9.9 111 reviews

Boat Slip Included August-november 2026!

apartment, Islamorada, Village of Islands
This waterfront property is located just 0.6 km from Windley Key Fossil Reef Geological State Park and within 5 km of Founders Park and Islamorada County Park, offering easy access to popular attractions. This property boasts excellent ratings for location, cleanliness, and overall user experience.
This house has two bedrooms and can accommodate up to six guests. The property features a fully equipped kitchen, a private pool, a balcony, a garden, and free Wi-Fi, making it a perfect choice for a relaxing and enjoyable holiday.

Best family friendly Islamorada, FL lodging

Among the 2091 accommodations in Islamorada, FL, here are the 4 best for families

Charming Waterfront Oceanside Canal Home-large Protected Dockage-wifi-smart Tvs. - Islamorada, FL
9.6 92 reviews

Charming Waterfront Oceanside Canal Home-large Protected Dockage-wifi-smart Tvs.

apartment, Islamorada, Village of Islands
This waterfront apartment is situated in Lower Matecumbe, on the Atlantic side canal in Islamorada, at mile marker 76.5, just a short distance from Robbie's Marina, Bud and Mary's Marina, and World Wide Sportsman. This property has received excellent reviews from previous guests.
The apartment is spacious, covering 130 square metres and accommodating up to six guests, with three bedrooms and three bathrooms. You'll enjoy the convenience of a fully equipped kitchen, air conditioning, a terrace, a garden, a spa, parking, and access to high-speed internet.
Two Panoramic Ocean Views From The Living Room And Master Bedroom In This Condo - Islamorada, FL
9.8 247 reviews

Two Panoramic Ocean Views From The Living Room And Master Bedroom In This Condo

apartment, Tavernier
This apartment is situated in Tavernier, just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property has received excellent ratings from previous guests, highlighting its quality and amenities.
The apartment comfortably accommodates up to six guests in its two bedrooms and two bathrooms. It features a fully equipped kitchen, a private balcony with ocean views, and access to a swimming pool, jacuzzi, and tennis court.
Coastal Comfort In Tavernier - Pool + Beach Access - Islamorada, FL
9.7 237 reviews

Coastal Comfort In Tavernier - Pool + Beach Access

apartment, Tavernier
This waterfront apartment in Tavernier is located a short 2.4 km walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the beautiful waters and the local area. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment spans 84 square metres and comfortably accommodates up to 6 guests, with 2 bedrooms and 2 bathrooms. You'll enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, tennis court, and parking, as well as a fully equipped kitchen and air conditioning.
Waterfront Condo | Heart Of Islamorada | Boat Slip - Islamorada, FL
10 1 review

Waterfront Condo | Heart Of Islamorada | Boat Slip

apartment, Islamorada, Village of Islands
This spacious waterfront condo is located in the Bay Harbour community, offering immediate access to Islamorada's renowned fishing, dining, sandbars, snorkeling, and sunset viewing spots.
This family-friendly apartment sleeps six guests and features three bedrooms, two bathrooms, air conditioning, a swimming pool, a jacuzzi, a gym, and on-site parking, with a fully equipped kitchen including a fridge, freezer, microwave oven, and dishwasher.

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Best Islamorada, FL accommodations with a balcony

Beautiful Island Home In Anglers Reef! Ocean Front Community. Pool & Boat Slip. - Islamorada, FL
10 150 reviews

Beautiful Island Home In Anglers Reef! Ocean Front Community. Pool & Boat Slip.

apartment, Islamorada, Village of Islands
This boat is situated in the exclusive gated community of Anglers Reef, located at Mile Marker 85 in Islamorada, just a short distance from the beach, Florida Keys Brewing Co., and Florida Keys Dive Center. The boat has been rated excellent by previous guests and offers a private and secure environment for travellers.
The boat features two bedrooms and three bathrooms, comfortably accommodating up to six guests. It includes a range of amenities, such as a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, parking, and complimentary paddleboards and kayaks for exploring the nearby sandbar, fishing, or investigating the mangrove shoreline.
Ocean Pointe - Pool, Hot Tub, View, Beach, Parking - Islamorada, FL
10 3 reviews

Ocean Pointe - Pool, Hot Tub, View, Beach, Parking

apartment, Tavernier
This Ocean Pointe beach condo in Tavernier offers magnificent ocean and pool views, situated just 5 minutes from downtown Tavernier and a 15-minute drive from John Pennekamp Coral Reef State Park.
This family-friendly apartment sleeps five and boasts two bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a private beach with sunloungers and floaties, resort amenities including a pool and hot tub, and a balcony with ocean views.
Ocean Front,  Marina, Pool/hot Tub, Private Beach, Bar/cafe - Islamorada, FL
9.2 156 reviews

Ocean Front, Marina, Pool/hot Tub, Private Beach, Bar/cafe

apartment, Tavernier
This oceanfront apartment in Tavernier is a short distance from John Pennekamp Coral Reef State Park and Indian Key Historic State Park, offering easy access to the area's natural wonders. It has consistently received excellent user ratings, ensuring a comfortable and enjoyable stay.
The apartment is a one-bedroom, one-bathroom property with a floor area of 56 square metres, comfortably accommodating up to four guests. It boasts a range of amenities including a swimming pool, jacuzzi, spa, and private beach access, providing everything you need for a relaxing and enjoyable vacation.
Tropical Family Suite: Full Kitchen, Private Living Area & Pool Access - Islamorada, FL
No reviews

Tropical Family Suite: Full Kitchen, Private Living Area & Pool Access

apartment, Tavernier
This beachfront apartment in Tavernier offers direct access to the coast and is a short drive from the History of Diving Museum and Old Road Gallery.
This two-bedroom flat features air conditioning, a kitchen with a fridge, microwave, and dishwasher, a shared heated outdoor pool, and complimentary parking for one vehicle.

Best Islamorada, FL accommodations with a kitchen

Corner Townhouse Within Exclusive Gated Community - Islamorada, FL
10 3 reviews

Corner Townhouse Within Exclusive Gated Community

house, Islamorada, Village of Islands
This renovated corner property in Islamorada, Village of Islands is situated next to Founder's Park and Yacht Harbour/Marina, close to Winn Dixie and Publix, offering a peaceful and convenient location. The property has received excellent ratings for cleanliness, location and user experience.
This spacious three-bedroom, three-bathroom house can comfortably accommodate up to four guests. It includes a range of amenities, such as a private beach with a patio, a swimming pool, a garden, parking, and access to tennis and pickleball courts, baseball fields, basketball courts, a playground, a beach area, and an aquatic center.
Ocean View Gem Ocean Pointe 3406 - Islamorada, FL
8.9 16 reviews

Ocean View Gem Ocean Pointe 3406

house, Tavernier
Ocean View Gem Ocean Pointe 3406, a two-bedroom house in Key Largo, offers easy access to Harry Harris Park Beach (2km), Pigeon Key (5km), Windley Key (13km), and John Pennekamp State Park (18km).
This 77 square metre property boasts a private patio with pool access, a fully equipped kitchen, two bathrooms, sleeps seven guests, and includes free Wi-Fi, cable TV, and a washing machine.
Breathtaking Ocean Views For Your Paradise Vacations - Islamorada, FL
10 104 reviews

Breathtaking Ocean Views For Your Paradise Vacations

apartment, Islamorada, Village of Islands
This apartment is situated directly on the beach in Matecumbe, a neighbourhood in Islamorada, and is close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. It has received excellent user ratings, making it a popular choice for travellers.
The two-bedroom property spans 186 square metres and can accommodate up to eight guests. It offers a range of features, including a private dock and ramp, four kayaks and four bicycles for exploring, a fully equipped kitchen, comfortable living space, spacious bedrooms, in-unit laundry, and a spa.
Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay. - Islamorada, FL
9.8 28 reviews

Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay.

apartment, Islamorada, Village of Islands
This two-bedroom apartment is situated in the Futura Yacht Club in Tavernier, Islamorada, just a short distance from Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. The apartment has received excellent user ratings and offers a peaceful and secluded escape.
The apartment can accommodate up to six guests and comes equipped with a fully equipped kitchen, laundry facilities, cable TV, and internet access. Guests can enjoy a variety of amenities, including a swimming pool, tennis courts, a basketball court, a fish cleaning station, and direct waterfront views from the balcony.
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