This oceanfront property in Islamorada, Florida Keys, offers a gated community setting with convenient access to local attractions. The two-bedroom, two-and-a-half-bathroom house sleeps five, boasting a well-equipped kitchen, swimming pool, garden, and access to community kayaks; on-site boat slips are available to rent (subject to size restrictions: 9-foot bridge height, 31-foot length, 3.5-foot draught).
9.2 30 reviews
Islamorada, FL
26/06 – 30/06
SG$453/nighttotal: SG$1812 (4 )
2402 Ocean Pointe - 2 Bedroom Condo Upgraded With Clean Lines And Coastal Colors
2 3
apartment , Tavernier
This Tavernier apartment is situated near Harry Harris Park (0.97 km), Mariners Hospital (under 5 km), and Pigeon Key (5 km), offering easy access to local amenities and attractions. The 79-square-metre property boasts two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, swimming pool, jacuzzi, terrace, parking, and free Wi-Fi; barbecue facilities are also available on-site.
10 61 reviews
Islamorada, FL
07/08 – 23/08
SG$283/nighttotal: SG$4528 (16 )
Spring & Summer Dates Available Licensed Rental Vr #25-0235 No Boats
2 4
apartment , Islamorada, Village of Islands
This family-friendly apartment is located on the beach in Islamorada, within a short distance of Islamorada County Park, Founders Park, and the Florida Keys Dive Center. It has received excellent user ratings, making it a popular choice for travellers. The apartment is spacious, covering 74 square metres and comfortably accommodating up to six guests. It comes with a range of amenities, including a swimming pool, a tennis court, and a fitness centre, ensuring a comfortable and enjoyable stay.
9.5 183 reviews
Islamorada, FL
06/08 – 09/08
SG$439/nighttotal: SG$1317 (3 )
Floating 1bd 1ba Private Cottage - Mako
1 2
apartment , Islamorada, Village of Islands
This charming cottage is located just a short distance from the main attractions of Islamorada, offering a peaceful escape from the hustle and bustle of the Village of Islands. The cottage consistently receives excellent ratings for location, cleanliness, and overall guest experience. The cottage features one bedroom and one bathroom, comfortably accommodating up to three guests. Amenities include air conditioning, a fully equipped kitchen, a private garden, parking, and internet access, along with the added benefit of discounted boat rentals, allowing you to explore the beautiful waters of Islamorada at your leisure.
Islamorada, FL
01/01 – 31/05
SG$284/nighttotal: SG$42600 (150 )
Winter Special - Beautiful Waterfront Pool Home
1 2
apartment , Islamorada, Village of Islands
This waterfront flat is located in Indian Waterways, Tavernier, offering proximity to Jimmy Johnson's Big Chill and Florida Keys Dive Centre, with John Pennekamp Coral Reef State Park and Morada Way Arts & Cultural District also within easy reach. This one-bedroom flat accommodates two guests and features a private plunge pool, a tiki hut, a private dock, air conditioning, Wi-Fi, and parking, ideal for enjoying the Islamorada lifestyle.
9.4 3 reviews
Islamorada, FL
07/08 – 23/08
SG$567/nighttotal: SG$9072 (16 )
2br/2.5ba Angler's Reef Conch Villa 103 With Private Beach And Pool Access
2 4
apartment , Islamorada, Village of Islands
This Islamorada holiday home is situated within 3km of Windley Key Fossil Reef Geological State Park, Rain Barrel Village, and Islamorada County Park, offering easy access to local attractions. The three-bedroom property sleeps six guests and boasts a private pool, fully equipped kitchen including a dishwasher, and free on-site parking, alongside in-house entertainment options.
10 1 review
Islamorada, FL
17/07 – 24/07
SG$493/nighttotal: SG$3451 (7 )
Ocean Front Townhouse With Breathtaking Views!
2 3
apartment , Islamorada, Village of Islands
This oceanfront townhouse in Islamorada, Village of Islands, boasts direct beach access and is conveniently located near local restaurants and water activities, though precise distances aren't specified. Sleeping seven comfortably, this two-bedroom, one-bathroom property features a king-size bed, daybed, and pull-out sofa, a fully equipped kitchen, and access to a gated community with a heated pool and fishing pier; towels and linens are provided.
10 81 reviews
Islamorada, FL
04/08 – 09/08
SG$585/nighttotal: SG$2925 (5 )
Charming & Tranquil Condo At Ocean Pointe-sleeps 6
2 5
apartment , Tavernier
This family-friendly apartment is located in Tavernier, a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. It has received excellent user ratings, making it a popular choice for travellers. This 88 square metre apartment comfortably accommodates up to six guests in its two bedrooms and two bathrooms. You can enjoy a range of amenities, including a private pool, a tennis court, a garden, and a terrace, perfect for relaxing and enjoying the Florida sunshine.
9.7 93 reviews
Islamorada, FL
26/06 – 30/06
SG$558/nighttotal: SG$2232 (4 )
Oceanfront, 2 Bedroom Unit At Ocean Pointe Condominium
2 3
apartment , Tavernier
This waterfront apartment in Tavernier is ideally located within a 15-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's main attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay. The two-bedroom apartment spans 79 square metres and comfortably accommodates up to four guests. Enjoy a range of amenities including a private pool, fenced yard, and a fully equipped kitchen, as well as access to a shared swimming pool, jacuzzi, garden, tennis court, and parking.
10 158 reviews
Islamorada, FL
27/06 – 04/07
SG$539/nighttotal: SG$3773 (7 )
Aquamarine Oceanview+special Rates+\ndock+pool+gym+spa+1535 Star Reviews!!!
2 2
apartment , Islamorada, Village of Islands
This waterfront apartment is situated in Islamorada's Matecumbe district, just a short distance from Bud n' Mary's Dive Center and Florida Keys Brewing Co., offering stunning views of the ocean and marina. The apartment has received excellent user ratings, indicating a high level of satisfaction among previous guests. The apartment is spacious, measuring 158 square metres and accommodating up to 6 guests. It features a range of amenities and activities, including a private dock, a heated pool, a hot tub, a fitness centre, lighted tennis courts, a clubhouse, and a well-equipped equipment closet.
9.4 79 reviews
Islamorada, FL
02/07 – 12/07
SG$597/nighttotal: SG$5970 (10 )
Oceanfront! Oceanfront! Oceanfront!
2 3
apartment , Islamorada, Village of Islands
This apartment is situated in Islamorada, just a short distance from the Florida Keys Dive Center and Mariners Hospital, offering easy access to the area's attractions. With excellent user ratings, this property promises a comfortable and enjoyable stay. The apartment spans 111 square metres and comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, a private pool, a fitness centre, and a spa, ensuring a relaxing and enjoyable stay for all.
Islamorada, FL
01/01 – 31/05
SG$474/nighttotal: SG$71100 (150 )
Lovely 2-bedroom House In Ocean Front Resort.
2 2
apartment , Islamorada, Village of Islands
This Islamorada holiday home, part of the Sun Outdoors resort in the Seabreeze Trailer Park neighbourhood, offers convenient access to the Old Road Gallery and History of Diving Museum, within walking distance depending on location. The 'Charming 2-bedroom House In Gorgeous Resort' sleeps six, featuring two bedrooms (one king, one double), two bathrooms with bidets, Wi-Fi, air conditioning, and access to resort amenities including two heated pools, a clubhouse, and a games lawn; John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre are a short drive away.
Best family friendly Islamorada, FL Holiday Apartments and Self Catering Accommodations
Among the 963 accommodations in Islamorada, FL, here are the 4 best family friendly holiday apartments
10 67 reviews
Islamorada, FL
27/06 – 04/07
SG$386/nighttotal: SG$2702 (7 )
Waterfront Islamorada Condo Heated Pool, Marina & Deeded Boat Slip
2 2
apartment , Islamorada, Village of Islands
This Islamorada condominium is situated at mile marker 88.5, offering convenient access to Robbie's Marina and the Theater of the Sea, with Miami located 108 kilometres to the north. This family-friendly apartment, measuring 88 square metres and accommodating up to six guests, features two bedrooms and two bathrooms, a fully equipped kitchen with granite countertops, a private balcony with pool views, direct access to a deeded boat slip (#49), and resort-style amenities including a heated swimming pool and pickleball courts.
Islamorada, FL
02/07 – 12/07
SG$456/nighttotal: SG$4560 (10 )
Bright, Waterfront, Modern Apartment In Marathon
1 3
apartment , Islamorada, Village of Islands
This one-bedroom apartment in Marathon, a short drive from Islamorada's attractions, offers direct waterfront access. The 4-guest property features two bathrooms, a fully equipped kitchen including a dishwasher, a swimming pool, and parking, providing a relaxing retreat with easy access to local amenities.
9.8 173 reviews
Islamorada, FL
17/07 – 24/07
SG$494/nighttotal: SG$3458 (7 )
Sunrise Breeze On The Marina [Ocean Pointe 5302]
2 3
apartment , Tavernier
This Tavernier beach apartment is conveniently located within a 10-minute walk of Baker's Cay Resort Beach and Harry Harris Park, offering easy access to the area's attractions. The property consistently receives excellent ratings for location, cleanliness, and overall user experience. The apartment offers 85 square metres of space, comfortably accommodating up to 6 guests in its two bedrooms and two bathrooms. This family-friendly apartment includes a range of amenities such as a swimming pool, Jacuzzi, tennis court, and a garden, ensuring a comfortable and enjoyable stay.
8.6 61 reviews
Islamorada, FL
07/07 – 11/07
SG$508/nighttotal: SG$2032 (4 )
2306 Ocean Pointe Suites - Quality Decor With Ocean Views
2 4
apartment , Tavernier
This Tavernier condo is conveniently located near Harry Harris Park (1.1 km) and Mariners Hospital (4.8 km), offering easy access to local amenities and healthcare. The two-bedroom, two-bathroom apartment sleeps four, boasting a fully equipped kitchen, private balcony, swimming pool, jacuzzi, and free Wi-Fi; nearby attractions include the park and various points of interest within a 9.6 km radius.
Best Holiday Apartments and Self Catering Accommodations in Islamorada, FL with a pool
Among the 963 accommodations in Islamorada, FL, here are the 4 best apartments with a pool
9.0 8 reviews
Islamorada, FL
26/06 – 30/06
SG$454/nighttotal: SG$1816 (4 )
Beautiful Oceanfront 2br Condo | Pool & Hot Tub Key Largo Ocean Pointe Resort
2 3
apartment , Tavernier
This Tavernier beachfront apartment is situated within 5 kilometres of Harry Harris Park and Mariners Hospital, and 10 kilometres from Bluefin Rock Harbour Marina, offering easy access to local amenities and attractions. The 84-square-metre property features three bedrooms, two bathrooms, and sleeps four guests comfortably, boasting a fully equipped kitchen, private balcony, and access to a swimming pool and garden.
9.8 27 reviews
Islamorada, FL
17/07 – 24/07
SG$608/nighttotal: SG$4256 (7 )
Islamorada Luxury Waterfront Condo With Boat Slip
2 3
apartment , Islamorada, Village of Islands
This two-bedroom apartment is located in the Matecumbe district of Islamorada, just a short distance from mile marker 75, offering easy access to fishing, diving, and other water activities. It has been rated excellent by previous guests. The apartment is 139 square metres in size and comfortably sleeps up to 6 guests. It features a fully equipped kitchen, two master bedrooms with private bathrooms, a private boat slip, a heated swimming pool, a hot tub, a clubhouse, a fitness centre, tennis courts, gas barbeque grills, tennis equipment, beach chairs, and coolers.
8.8 5 reviews
Islamorada, FL
26/06 – 30/06
SG$414/nighttotal: SG$1656 (4 )
Couples' Retreat 2br W/ Ocean Views, Pool & Beach
2 3
apartment , Tavernier
This Tavernier oceanfront condo, near Key Largo and Islamorada, offers direct access to a private sandy beach and proximity to John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre. The 79 square metre (850 square foot) apartment sleeps six, boasting two bedrooms with flexible bedding, two bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, a swimming pool, parking, and internet access; on-site resort amenities include a junior Olympic-sized swimming pool, hot tub, and tennis courts, with marina/trailer parking available (separate reservation required).
9.8 45 reviews
Islamorada, FL
02/07 – 12/07
SG$334/nighttotal: SG$3340 (10 )
Casa Seagulls
2 3
apartment , Islamorada, Village of Islands
This two-bedroom apartment is situated in Islamorada, directly overlooking the Atlantic Ocean, within walking distance of fishing, snorkeling, diving, and kayak/paddleboard rentals. Local charters for these activities are about 1.6 kilometres away. The apartment has received excellent ratings for location, cleanliness, and overall user experience. This comfortable property can sleep up to four adults and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a garden, a fitness centre, and parking. Guests can enjoy stunning ocean views from the spacious porch, relax by the pool, or barbecue on the beach.
Frequently asked questions about apartment rentals in Islamorada, FL
What are some interesting places to visit in or near Islamorada, FL?
Islamorada is known for its beautiful beaches and laid-back atmosphere. There are plenty of places to visit, including the Theater of the Sea, a marine park with dolphin shows and sea lion encounters. For a taste of local history, visit the Islamorada History Museum. If you're looking for something a bit more adventurous, check out the Windley Key Fossil Reef, a unique geological formation.
What are the most popular outdoor activities in Islamorada, FL?
Islamorada is a paradise for outdoor enthusiasts. You can spend your days fishing, diving, or snorkeling in the crystal-clear waters. Kayaking and paddleboarding are also popular activities. If you're looking for something a bit more relaxing, head to one of the many beaches and soak up the sun.
What are the best apartments with a pool in Islamorada, FL?
Islamorada is often called the 'Sportfishing Capital of the World'. It's a popular destination for anglers looking to catch a variety of fish, including marlin, sailfish, and tuna. The area is also known for its beautiful beaches, clear waters, and laid-back atmosphere.
What are the best apartments with a jacuzzi in Islamorada, FL?
What are the top cultural spots to visit in and around Islamorada, FL?
Islamorada is a small town with a strong sense of community. The Islamorada Art Gallery features local artists and their work. You can also find art and crafts at the Islamorada Farmers Market, held every Saturday morning. For a taste of local culture, visit the Islamorada Brewing Company and sample some of their craft beers.
What are the best apartments for families and kids in Islamorada, FL?
What are the closest cities to visit near Islamorada, FL?
Islamorada is located on the Florida Keys, a chain of islands that stretch south from mainland Florida. The closest city is Key Largo, which is about 20 km away. Other nearby cities include Marathon and Key West.
What are the best pet friendly apartments in Islamorada, FL?
What are the advantages of choosing an apartment for your stay in Islamorada, FL?
Apartments offer a more spacious and home-like experience compared to hotels. They often come with kitchens, allowing you to prepare your own meals and save money. Many apartments also have laundry facilities, which can be convenient for longer stays.
What are the best apartments with parking in Islamorada, FL?
Best Islamorada, FL holiday apartments with air conditioning
10 1 review
Islamorada, FL
31/07 – 05/08
SG$4267/nighttotal: SG$21335 (5 )
Oceanfront 4br Villa | Resort Access + Bunks
4 7
apartment , Islamorada, Village of Islands
This four-bedroom, four-bathroom villa in Matecumbe, Islamorada, offers direct Atlantic Ocean views and is situated approximately 1.6 kilometres from the History of Diving Museum and the Keys History & Discovery Centre. With accommodation for up to ten guests, this oceanfront property features three en-suite king bedrooms, a bunk room, a full kitchen, and oceanfront balconies, with a 2-car garage providing parking.
Islamorada, FL
19/08 – 21/08
SG$370/nighttotal: SG$740 (2 )
Modern 2-bedroom/1 Bath Apartment With Full Kitchen, Tavernier/key Largo
2 4
apartment , Tavernier
This two-bedroom flat in Tavernier is conveniently located for exploring local culture, offering proximity to the Old Road Gallery and History of Diving Museum, and is within walking distance of John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre. This property accommodates up to four guests with two full beds, features a modern kitchen with a microwave and refrigerator, and provides complimentary WiFi and air conditioning for a comfortable stay.
8.6 27 reviews
Islamorada, FL
22/09 – 28/09
SG$309/nighttotal: SG$1854 (6 )
Beach View Unit In Islamorada! Pets Allowed, Parking, Pool!
1 2
apartment , Islamorada, Village of Islands
This Islamorada beachfront apartment, part of a pet-friendly resort, offers direct beach access and partial ocean views from its 28-square-metre (301 sq ft) balcony, conveniently located near the Islamorada Brewery & Distillery and Indian Key Historic State Park. The self-catering flat features two queen beds sleeping four, a fully equipped kitchenette including a fridge, microwave, and dishwasher, plus daily housekeeping and continental breakfast; on-site amenities include a heated pool, kayaks, paddleboards, and bike rentals.
10 1 review
Islamorada, FL
02/07 – 12/07
SG$666/nighttotal: SG$6660 (10 )
Ocean View Anglers Reef - Pool, Beach. Walk Or Bike To Local Food + Bars
2 3
apartment , Islamorada, Village of Islands
This two-bedroom, two-bathroom holiday flat is situated at Mile Marker 85 in Islamorada, Village of Islands, offering direct access to the ocean and proximity to Windley Key Geological Site and Snake Creek Marina. This bright and airy holiday home sleeps up to five guests and boasts resort-style amenities including a heated and chilled swimming pool, two private sandy beaches, a deep-water marina, fast WiFi, and is just 3.2 kilometres from Islamorada Founders Park.
Best pet-friendly Islamorada, FL holiday apartments
Among the 963 accommodations in Islamorada, FL, here are the 4 best pet friendly holiday apartments
8.8 8 reviews
Islamorada, FL
06/08 – 09/08
SG$358/nighttotal: SG$1074 (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.
Islamorada, FL
03/08 – 05/08
SG$4045/nighttotal: SG$8090 (2 )
The Sunny Island
4 5
apartment , Key Largo
This holiday flat is situated in Key Largo's Silver Shores district, a short distance from the Caribbean Club Bar and Christ of the Abyss, and within easy reach of John Pennekamp Coral Reef State Park and Dagny Johnson Key Largo Hammock Botanical State Park. Accommodating up to eight guests, this property offers four bedrooms and four bathrooms, featuring air conditioning, a swimming pool, a terrace, a garden, and parking, with internet and pets welcome.
Islamorada, FL
27/06 – 04/07
SG$898/nighttotal: SG$6286 (7 )
2nd Floor Duplex On Gated Bayfront Property
1 2
apartment , Islamorada, Village of Islands
This Islamorada, Florida Keys apartment, located at Mile Marker 82.2 on Florida Bay, offers direct waterfront access with protected dockage for boats up to 34 feet and is conveniently close to John Pennekamp Coral Reef State Park, Theatre of the Sea, and Robbie's Marina. The two-bedroom, two-bathroom duplex sleeps up to six guests and features a fully equipped kitchen, garden, parking, internet access, air conditioning, and a covered balcony with panoramic Florida Bay views; enjoy relaxing outdoor amenities such as hammocks and a tiki hut within a gated one-acre tropical setting.
Islamorada, FL
26/06 – 30/06
SG$7156/nighttotal: SG$28624 (4 )
Island Beach House Oasis Your Memory Maker Awaits
6 3
apartment , Islamorada, Village of Islands
This beachfront holiday rental is situated in Matecumbe, Islamorada, approximately 0.5 kilometres from the Keys History & Discovery Centre and the History of Diving Museum. This expansive 350 square metre villa accommodates up to 16 guests across six bedrooms and six bathrooms, featuring direct beach access, a swimming pool, and concierge services.