This four-bedroom, four-bathroom holiday villa in Islamorada, Village of Islands, is located in Matecumbe, offering proximity to Windley Key Fossil Reef Geological State Park and Indian Key Historic State Park, with cultural attractions like the History of Diving Museum and Keys History & Discovery Center also nearby. The villa accommodates eight guests with ocean views from its balconies, a spacious living room, a full kitchen, three en-suite king bedrooms, a twin room, a dedicated laundry room, and a 2-car garage for secure parking.
Islamorada, FL
08/09 – 06/10
SG$160/nighttotal: SG$4480 (28 )
Bliss On The Beach!
1 2
house , Islamorada, Village of Islands
This Islamorada holiday home, in a gated community offering easy access to the village's attractions, provides direct water access and stunning sunset views. The two-bedroom, two-bathroom property sleeps four, boasts a private dock, a shared swimming pool and clubhouse, and requires a minimum 28-day stay.
9.4 3 reviews
Islamorada, FL
01/01 – 31/05
SG$180/nighttotal: SG$27000 (150 )
Starfish -1 Bedroom 1 Bath Apartment With Full Kitchen In Islamorada, Florida.
1 2
apartment , Islamorada, Village of Islands
This one-bedroom apartment is located in Plantation Key Colony, a neighbourhood in Tavernier, just 160 kilometres from Miami International Airport and a short distance from the attractions of the Upper Keys. It has received excellent user ratings, making it a popular choice for travellers. The apartment has a modern and comfortable interior, ideal for families of up to four people. It offers a range of amenities including internet access, a kitchen with a fridge and microwave, air conditioning, a terrace or balcony, and a spa. Guests can enjoy a peaceful retreat while having easy access to a variety of activities such as fishing, diving, exploring museums, shopping, and beaches.
Islamorada, FL
02/07 – 05/07
SG$598/nighttotal: SG$1794 (3 )
Florida Keys Boat Trips Multi Activity
1 5
boat , Islamorada, Village of Islands
This Islamorada boat rental, located a short walk from Windley Key and 0.8km from Windley Key Fossil Reef Geological State Park, offers easy access to local attractions. Sleeping up to 11 guests in one bedroom and one bathroom, this vessel boasts private beach access, proximity to Theater of the Sea (2.3km), and allows pets.
Islamorada, FL
30/07 – 06/08
SG$365/nighttotal: SG$2555 (7 )
Kayak In Florida Keys! Beachside Unit! Pool!
1 2
resort , Islamorada, Village of Islands
This beachside holiday let in Islamorada, Village of Islands, offers private beach access and is situated within 2 kilometres of world-class snorkelling and scuba diving on coral reefs, as well as Windley Key Fossil Reef Geological State Park and Lignumvitae Key Botanical State Park. The "Kayak In Florida Keys!" offer provides a 335 sq. ft. unit with air conditioning, internet, a swimming pool, and space for two guests, with complimentary toiletries, a television, and on-site parking, while pets are permitted for an additional nightly fee.
9.6 122 reviews
Islamorada, FL
24/06 – 29/06
SG$4135/nighttotal: SG$20675 (5 )
Beachfront Pool Home
6 8
apartment , Key Largo
This Key Largo coastal home, offering convenient access to the restaurants of Key Largo and Islamorada, boasts a private beach, pool and dock. This six-bedroom, four-bathroom property, spanning 279 square metres, provides ample space for large families or corporate retreats, featuring a fully equipped kitchen, spa, and gated entrance for ultimate privacy.
9.8 27 reviews
Islamorada, FL
01/07 – 08/07
SG$404/nighttotal: SG$2828 (7 )
Idyllic Tropical Paradise Overlooking The Fabulous Florida Bay.
2 2
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.
9.0 2 reviews
Islamorada, FL
19/07 – 26/07
SG$3106/nighttotal: SG$21742 (7 )
Oceanview 4br Family Villa + Resort Perks | Bunks
4 9
house , Islamorada, Village of Islands
This four-bedroom, four-bathroom house in Islamorada, Village of Islands, offers a relaxing retreat, although precise location and proximity to specific landmarks requires further clarification. Sleeping up to ten guests, the property boasts a swimming pool, jacuzzi, and ample parking, alongside a fully equipped kitchen and air conditioning; further details regarding the property's size and additional amenities are unavailable.
9.3 3 reviews
Islamorada, FL
28/06 – 01/07
SG$598/nighttotal: SG$1794 (3 )
2 Comfortable Units, Onsite Pool, Pets Allowed
2 5
resort , Islamorada, Village of Islands
This Islamorada apartment complex, situated on a private beach, offers easy walking access to the Theatre of the Sea and is close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks. Two 290 sq ft (approx. 27 sq m) units, each sleeping up to eight guests, feature two bedrooms, two bathrooms, a swimming pool, fitness centre, parking, and daily housekeeping, plus kayaks, paddleboards and bike rentals are available on-site.
8.8 8 reviews
Islamorada, FL
09/10 – 12/10
SG$387/nighttotal: SG$1161 (3 )
Snorkeling & Kayaking Beach Resort! Seaside Villa W/patio! Marina, Pool, Parking
1 2
apartment , Islamorada, Village of Islands
This 'Snorkeling & Kayaking Beach Resort! Seaside Villa W\/patio! Marina, Pool, Parking' is located in Islamorada, just a short walk from Florida Keys Brewing Co. and Bud n' Mary's Dive Center, offering a convenient location to explore the area. The resort is situated right on the beach, giving guests direct access to the beautiful Florida Keys waters. The one-bedroom villa offers a comfortable 28 square metres of space and can accommodate up to four guests. The resort provides a range of amenities, including a heated pool with ocean views, a private beach, access to kayaks and paddleboards, and a continental breakfast each morning.
10 8 reviews
Islamorada, FL
08/09 – 06/10
SG$460/nighttotal: SG$12880 (28 )
Oceanfront Islamorada Townhome With Pool & Dock
1 2
house , Islamorada, Village of Islands
This three-bedroom, three-bathroom house in Islamorada, Village of Islands, offers comfortable accommodation for up to eight guests and includes a swimming pool, garden, and parking. The property boasts a fully equipped kitchen, air conditioning, and internet access, providing a relaxing base for exploring the Florida Keys, although precise distances to local attractions require further clarification.
Islamorada, FL
08/09 – 06/10
SG$230/nighttotal: SG$6440 (28 )
Palms 301
2 2
house , Islamorada, Village of Islands
Palms 301, a two-bedroom house in Islamorada, offers convenient access to Upper Matecumbe Key (3.4 km) and Windley Key (8.4 km), with Pigeon Key and John Pennekamp Coral Reef State Park further afield. This self-catering property sleeps up to 11 guests and boasts a fully equipped kitchen, swimming pool, jacuzzi, spa, and fitness centre, alongside free Wi-Fi and on-site parking.
Best Islamorada, FL lodgings with a pool
Among the 1677 accommodations in Islamorada, FL, here are the 4 best ones with a pool
10 4 reviews
Islamorada, FL
08/09 – 06/10
SG$600/nighttotal: SG$16800 (28 )
372 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 2
house , Islamorada, Village of Islands
This Islamorada waterfront holiday home, situated within 3.2km of Islamorada County Park, Founders Park, and Windley Key Fossil Reef Geological State Park, and 9.7km from the History of Diving Museum and Matecumbe United Methodist Church, offers a prime location for exploring the Village of Islands. This 372 square metre property boasts four bedrooms, three bathrooms, sleeping up to ten guests, and includes a private pool, garden, tennis court, and access to a shared water park and spa, alongside a fully equipped kitchen and free Wi-Fi.
10 4 reviews
Islamorada, FL
30/07 – 06/08
SG$377/nighttotal: SG$2639 (7 )
Perfect For Family Beach Vacation! Free Breakfast
1 2
resort , Islamorada, Village of Islands
This Islamorada apartment, situated on a private beach within a pet-friendly resort, is a short walk (less than 1km) from the Theatre of the Sea and close to Windley Key Fossil Reef and Lignum Vitae Key Botanical State Parks. The self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes a balcony, a swimming pool, fitness centre, free parking, and daily continental breakfast and housekeeping, plus access to kayaks, paddleboards and bikes.
8.8 873 reviews
Islamorada, FL
28/06 – 01/07
SG$453/nighttotal: SG$1359 (3 )
Bayside Villas By Islander Resort
1 5
resort , Islamorada, Village of Islands
Islander Bayside Villas & Boatslips is located in Islamorada, Florida, just a short walk from the beach and a short drive from Windley Key Fossil Reef Park. The resort has received very good ratings for user experience, location, and cleanliness. The villas offer a comfortable and convenient stay with fully equipped kitchens, flat-screen TVs, free WiFi, and laundry facilities. Guests can enjoy a refreshing dip in the outdoor pool, rent bicycles, and explore the nearby water sports activities.
Islamorada, FL
09/10 – 12/10
SG$530/nighttotal: SG$1590 (3 )
Spacious Unit W/ Kitchenette & Balcony! Marina, Pets Allowed, Bike Rentals!
1 2
apartment , Islamorada, Village of Islands
This Islamorada apartment hotel boasts a central location, offering direct beach access and proximity to the History of Diving Museum and Keys History & Discovery Centre. The 37 square metre self-catering apartment sleeps four, featuring a bedroom, bathroom, fully equipped kitchenette, and a terrace with ocean views, plus access to a heated pool, kayaks, and paddleboards.
Best family friendly Islamorada, FL lodging
Among the 1677 accommodations in Islamorada, FL, here are the 4 best for families
Islamorada, FL
01/01 – 31/05
SG$595/nighttotal: SG$89250 (150 )
Ocean View : Ocean View: Pool: Elevator: Pet Friendly: Golf Car: Home Office
2 2
apartment , Islamorada, Village of Islands
This Islamorada flat, located in Seabreeze Trailer Park, offers ocean views with a private beach and is conveniently situated near the Old Road Gallery and History of Diving Museum, with Hurricane Monument and Indian Key Historic State Park also within easy reach. This 124 square metre dwelling accommodates up to eight guests across two bedrooms and two bathrooms, boasting resort-style amenities such as a heated/chilled pool, three oceanside fireplaces, live music, a dedicated home office, and complimentary kayaks and paddleboards for exploring the surrounding waters, with a dog beach just 100 meters away.
9.7 77 reviews
Islamorada, FL
07/08 – 23/08
SG$489/nighttotal: SG$7824 (16 )
Bungalow #3 - 2 Bed/1 Bath & Pool In Islamorada
2 4
apartment , Islamorada, Village of Islands
This charming cottage is situated in Islamorada, just a short distance from the Village of Islands' centre, offering easy access to fishing piers and the lively downtown area. It has received excellent ratings for location, cleanliness, and user experience, making it a great choice for a relaxing getaway. The cottage comfortably sleeps four guests in two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a private backyard, a community pool, a fully equipped kitchen, a washer and dryer, a private porch, and bikes for exploring the area.
9.9 218 reviews
Islamorada, FL
28/06 – 01/07
SG$469/nighttotal: SG$1407 (3 )
Ocean Cove Condo Key Largo Locus Maris
2 5
apartment , Tavernier
This apartment is situated in a gated community on the Atlantic Ocean, between Key Largo and Islamorada, just south of Tavernier, offering a peaceful and secluded setting. The property has received excellent ratings for its location, cleanliness, and overall experience. The two-bedroom, two-bathroom suite spans 79 square metres and comfortably accommodates up to six guests. The apartment provides a fully equipped kitchen, a terrace, a swimming pool, a jacuzzi, and a garden, as well as access to a bar, sauna, and the beach within the gated community.
10 64 reviews
Islamorada, FL
28/06 – 01/07
SG$586/nighttotal: SG$1758 (3 )
Charming Cabana-condo In Picturesque Tavernier
2 5
apartment , Tavernier
This two-bedroom apartment is located in Tavernier, Florida, within a 2.4 kilometre walk of Baker's Cay Resort Beach and Harry Harris Park, making it ideal for exploring the area's natural beauty. The property has received excellent user ratings and is perfect for families or groups of friends. The 85 square metre apartment can comfortably accommodate up to six guests and boasts a fully equipped kitchen, air conditioning, and a private garden. Guests can enjoy the on-site swimming pool, Jacuzzi, and tennis court, as well as the nearby beach and other attractions.
Frequently asked questions about accommodations 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, kayaking, paddleboarding, diving, snorkeling, and boating. There are also plenty of hiking and biking trails in the area. You can even rent a jet ski or go parasailing.
What are the best accommodations in Islamorada, FL?
When is the ideal time to plan a trip to Islamorada, FL?
The best time to visit Islamorada is during the spring or fall, when the weather is pleasant and the crowds are smaller. The summer months can be hot and humid, and the winter months can be cool and windy.
What are the best accommodations with a pool in Islamorada, FL?
What nearby towns or cities can be explored from Islamorada, FL?
Key Largo is just a short drive away, and it's a great place to visit the John Pennekamp Coral Reef State Park. You can also take a day trip to Key West, which is about 160km south of Islamorada.
What are the best accommodations with a jacuzzi in Islamorada, FL?
What amenities can travelers expect from accommodations in Islamorada, FL?
There are a variety of accommodations in Islamorada, from budget-friendly motels to luxury resorts. Many accommodations offer amenities like swimming pools, hot tubs, restaurants, bars, and fitness centres. You can also find accommodations with waterfront views.
What are the best accommodations for families and kids in Islamorada, FL?
This family-friendly apartment is located in Islamorada, just a short distance from Sunset Drive Beach and Anne's Beach, and within a 5.6 kilometre drive of the San Pedro Underwater Archaeological Preserve State Park. The apartment building has consistently received excellent ratings for user experience, location, and cleanliness. This apartment has three bedrooms and can accommodate up to six guests in its 188 square metre space. Amenities include a private pool, a fenced yard, a fully equipped kitchen, free Wi-Fi, a fitness centre, a hot tub, barbecue grills, and a tennis court.
9.8 99 reviews
Islamorada, FL
17/10 – 26/10
SG$453/nighttotal: SG$4077 (9 )
Spectacular Oceanfront Views , Free Wifi, Hd Smart Tv's, Summer Special Rates
2 6
apartment , Islamorada, Village of Islands
This apartment is situated in Tavernier, a village in the Florida Keys, just 8 kilometres from John Pennekamp Coral Reef State Park and Jacob's Aquatic Center. It is rated excellent by previous guests and offers direct access to the beach. This three-bedroom property spans 110 square metres and can accommodate up to six guests. The apartment has a fully equipped kitchen, a balcony, and a swimming pool, as well as access to tennis courts and kayaking rentals.
10 1 review
Islamorada, FL
01/01 – 31/05
SG$857/nighttotal: SG$128550 (150 )
149 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 2
house , Islamorada, Village of Islands
This Lower Matecumbe waterfront property in Islamorada, Village of Islands, offers direct boat access and is conveniently located approximately 1.6 kilometres from White Marlin Beach, with Channel 2/5 bridge and Robbies Marina a short boat trip away. This renovated 149 square metre holiday home, accommodating up to eight guests, features three bedrooms, two bathrooms, a separate downstairs suite with its own kitchen and bathroom, a heated/cooled saltwater pool, a 9,072 kg boat lift, and is pet-friendly for one dog.
10 2 reviews
Islamorada, FL
01/01 – 31/05
SG$473/nighttotal: SG$70950 (150 )
Wake Up Every Day To The Sunrise From The Deck Of This Waterfront Home 2bed Home
2 2
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.
Best Islamorada, FL accommodations with a kitchen
9.0 2594 reviews
Islamorada, FL
09/10 – 12/10
SG$611/nighttotal: SG$1833 (3 )
Chesapeake Beach Resort
1 2
resort , Islamorada, Village of Islands
Chesapeake Beach Resort is located in Islamorada, Florida, just two miles from Windley Key Fossil Reef Geological State Park and directly on the oceanfront, offering stunning ocean views and easy access to the beach. The resort has received very good ratings for location, cleanliness, and overall user experience. The resort offers a range of rooms and suites, all featuring a 37-inch flat-screen cable TV and a small refrigerator. Guests can enjoy an outdoor pool with ocean views, a Jacuzzi, a terrace or balcony, a garden, and a restaurant and bar on-site.
9.7 127 reviews
Islamorada, FL
18/07 – 22/07
SG$393/nighttotal: SG$1572 (4 )
Keys Deal W/cafe & Pool Bar! Up To 20% Off Beachfront 1bd Sleeps 4.
1 4
apartment , Tavernier
This Tavernier apartment is located just 2.4 kilometres from Baker's Cay Resort Beach and Harry Harris Park, both offering a relaxed beach atmosphere, and is within 5 kilometres of Mariners Hospital and Florida Keys Dive Center. It has received excellent ratings for location, cleanliness, and overall user experience. The one-bedroom apartment spans 60 square metres and comfortably accommodates up to four guests. It offers a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.
9.6 155 reviews
Islamorada, FL
30/07 – 06/08
SG$484/nighttotal: SG$3388 (7 )
2br/1ba Serene Cozy Cottage Of Shady Palms In Islamorada With Heated Pool
1 2
cottage , Islamorada, Village of Islands
This charming cottage is situated in Islamorada at mile marker 76.7, just a short drive from Caloosa Cove Marina at mile marker 73.5 and Robbie's Marina, offering a peaceful retreat in the Shady Palms community. The cottage boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The property features two bedrooms, making it ideal for families or groups of up to four. Guests can enjoy amenities such as a communal heated pool, a fully equipped kitchen, a private garden, a spa, and a starter pack with essential supplies.
9.3 124 reviews
Islamorada, FL
28/06 – 01/07
SG$493/nighttotal: SG$1479 (3 )
Oceanfront Views At Ocean Pointe + Pool + Beach & Marina Access, Updated 2br
2 5
apartment , Tavernier
This apartment in Tavernier is ideally located just a short walk from Baker's Cay Resort Beach and Harry Harris Park, with other attractions like Mariners Hospital and Florida Keys Dive Center within a 5km radius. The apartment enjoys excellent user, location, and cleanliness ratings, guaranteeing a comfortable and enjoyable stay. The spacious apartment, measuring 78 square metres, comfortably accommodates up to 6 guests across two bedrooms and two bathrooms. Guests can enjoy a range of amenities including a private pool and spa tub, a fully equipped kitchen, air conditioning, and a balcony perfect for relaxing and enjoying the Tavernier weather.