Isla Kiwi: Waterfront Boutique Resort, Free Boat Dockage Sept-oct Only
3 4
house , Islamorada, Village of Islands
Isla Kiwi: Waterfront Boutique Resort in Matecumbe, Islamorada, offers a 3-bedroom villa, a short walk from the Islamorada Brewery & Distillery and Keys History & Discovery Centre, and within a 2.4km radius of the History of Diving Museum and Matecumbe United Methodist Church. This smoke-free property boasts a 156 square metre floor area, accommodating up to six guests, and features a fully equipped kitchen, private balcony, swimming pool, spa, and free Wi-Fi; barbecue facilities are also available on-site.
10 7 reviews
Islamorada, FL
17/07 – 24/07
2390 ﺩ.ﺇ/nighttotal: 16730 ﺩ.ﺇ (7 )
Isla Mamey: Free Boat Dockage Sept-oct Only!
3 3
house , Islamorada, Village of Islands
Isla Mamey Villa #5, situated in Islamorada's Art District, offers easy walking access to shops, restaurants, and parks, and is within a few kilometres of attractions such as Robbie's Marina and Theatre of the Sea. This three-bedroom, three-bathroom upscale villa sleeps six guests, boasting a fully equipped kitchen, private deck with partial water views, and access to a community pool and BBQ area; 24/7 guest support is also provided.
10 1 review
Islamorada, FL
01/01 – 31/05
2853 ﺩ.ﺇ/nighttotal: 427950 ﺩ.ﺇ (150 )
Mirage | Islamorada Oceanfront Community, 3br, Near Sandbar, Pool
3 2
house , Islamorada, Village of Islands
This villa is located in the gated Peaceful Palms community in Islamorada, offering 6-kilometre access to Publix and 10-kilometre proximity to The Square Grouper restaurant and 12-kilometre proximity to Robbie's Marina. This 156 square metre residence accommodates up to 7 guests across 3 bedrooms and 3 bathrooms, featuring air conditioning, a swimming pool, a spa, a terrace, a kitchen with a fridge, microwave and dishwasher, a bonus room with an air hockey table, ocean-view balconies, and includes paddleboards and a kayak for water activities, along with a Level 2 EV charger in the garage.
10 2 reviews
Islamorada, FL
01/01 – 31/05
709 ﺩ.ﺇ/nighttotal: 106350 ﺩ.ﺇ (150 )
Fishing Capital Of The World
1 2
house , Islamorada, Village of Islands
This two-bedroom townhouse is situated in a gated community of just ten homes, a short distance from Islamorada's restaurants, beaches and parks. The property boasts a private swimming pool, a boat dock, and four terraces, perfect for enjoying the Florida sunshine and stunning sunsets, and can accommodate up to six guests.
Isla Lychee: Little Basin Villas, a waterfront boutique resort in Matecumbe, Islamorada, is within walking distance of the Islamorada Brewery & Distillery and Keys History & Discovery Centre, and less than 2.4km from the History of Diving Museum. This 156 square metre, three-bedroom villa sleeps six, offering four bathrooms, a fully equipped kitchen, free Wi-Fi, a private balcony, and access to on-site barbecue grills.
Islamorada, FL
04/08 – 09/08
11541 ﺩ.ﺇ/nighttotal: 57705 ﺩ.ﺇ (5 )
Oceanfront 4br Villa | Resort Access + Bunks
4 5
house , Islamorada, Village of Islands
This Islamorada villa, offering spectacular Atlantic Ocean views, is conveniently located near various attractions in the Village of Islands, though precise distances aren't specified. The 3100 sq ft (approx. 287 sq m) property boasts four bedrooms, four bathrooms, and sleeps up to ten guests, featuring a full kitchen, swimming pool, Jacuzzi, and two-car garage; oceanfront access allows for immediate enjoyment of waterfront activities.
Islamorada, FL
01/01 – 31/05
2604 ﺩ.ﺇ/nighttotal: 390600 ﺩ.ﺇ (150 )
House ∙ 3 Bedrooms ∙ 10 Guests
3 2
house , Islamorada, Village of Islands
This Keys-style detached house in Delray Beach offers direct ocean-access canal frontage with a private dock, ideal for boating and fishing enthusiasts exploring the waterfront. This family-friendly property accommodates ten guests across three bedrooms and three bathrooms, featuring an expansive outdoor living space with a heated pool, a fully equipped kitchen, and high-speed Gigabit Wi-Fi.
Islamorada, FL
01/01 – 28/02
1590 ﺩ.ﺇ/nighttotal: 92220 ﺩ.ﺇ (58 )
House ∙ 3 Bedrooms ∙ 6 Guests
3 2
house , Islamorada, Village of Islands
This beachfront residence is located on Lower Matecumbe Key in Islamorada, providing direct access to the Florida Bay and Atlantic Ocean, and is situated on one of the few white sand beaches in the Florida Keys. This three-bedroom, two-bathroom villa sleeps up to ten guests, offering private dockage for a 30-foot boat, handicap accessibility with an elevator, and is ideal for exploring the 'Fishing Capital of the World' with its proximity to Islamorada's amenities.
10 1 review
Islamorada, FL
17/07 – 24/07
1227 ﺩ.ﺇ/nighttotal: 8589 ﺩ.ﺇ (7 )
Heavenly Hideaway Ocean Pointe 3306
2 3
house , Tavernier
Heavenly Hideaway Ocean Pointe 3306, a two-bedroom house in Tavernier, Florida, offers ocean views and is a short walk (less than 2km) from Harry Harris Park Beach, with Pigeon Key (4.5km), Windley Key Fossil Reef Geological State Park (14.3km), and John Pennekamp Coral Reef State Park (17.7km) also within easy reach. This 80 square metre property sleeps eight guests and boasts a fully equipped kitchen, air conditioning, a swimming pool, jacuzzi, garden, parking, and in-unit laundry facilities; perfect for a self-catering holiday.
9.5 6 reviews
Islamorada, FL
17/07 – 24/07
1322 ﺩ.ﺇ/nighttotal: 9254 ﺩ.ﺇ (7 )
Ocean View Overlooking Marina Ocean Pointe 5305
2 3
house , Tavernier
Ocean Pointe 5305, a two-bedroom house in Key Largo, offers stunning ocean views and is a short drive (approx. 19km) from Harry Harris Park Beach and other attractions including John Pennekamp Coral Reef State Park. This 77 square metre property sleeps seven, features a fully equipped kitchen, private patio, swimming pool, Jacuzzi, and free Wi-Fi, making it ideal for families or groups visiting Tavernier.
Isla Key Lime: Waterfront Boutique Resort, a three-bedroom villa in Matecumbe, Islamorada, is located within 1.6km of the Islamorada Brewery & Distillery and Keys History & Discovery Centre, and under 2.4km from the History of Diving Museum. This smoke-free property boasts 156 square metres of living space, sleeping up to six guests and featuring a fully equipped kitchen, private balcony, access to a garden, and free Wi-Fi; outdoor barbecues are also available.
Islamorada, FL
01/01 – 28/02
9816 ﺩ.ﺇ/nighttotal: 569328 ﺩ.ﺇ (58 )
Spectacular 4 Bedroom 4 1/2 Bath Villa On Tavernier Creek In Florida Keys.
4 2
house , Islamorada, Village of Islands
This Tavernier villa, situated 1.1 km from the Florida Keys Dive Center, 4.8 km from Mariners Hospital, and within 9.7 km of Harry Harris Park and Islamorada County Park, offers convenient access to local attractions. The four-bedroom, five-bathroom property sleeps eight guests and boasts a private hot tub, gas grills, in-villa laundry, a fully equipped kitchen with microwave and dishwasher, a smart TV, and a terrace; enjoy swimming pool and Jacuzzi use.
Best Islamorada, FL villas and beach houses with a pool
Among the 522 accommodations in Islamorada, FL, here are the 4 best villas and beach houses with a pool
10 4 reviews
Islamorada, FL
03/08 – 05/08
8159 ﺩ.ﺇ/nighttotal: 16318 ﺩ.ﺇ (2 )
4 Bedroom Oceanfront Accessible Villa – Capacity 8
4 5
house , Islamorada, Village of Islands
This Islamorada waterfront villa, offering direct beach access, is situated in the Village of Islands and is conveniently located near various attractions within Islamorada (precise distances unspecified). The four-bedroom, four-bathroom property sleeps eight guests and boasts a private marina (size restrictions apply, no boat ramp or jet ski/trailer parking), multiple pools, a jacuzzi, fitness pavilion, watersports equipment rentals, and on-site spa services.
10 8 reviews
Islamorada, FL
01/01 – 28/02
3354 ﺩ.ﺇ/nighttotal: 194532 ﺩ.ﺇ (58 )
Isla Honeydew: 3 En-suite Bedrooms, Pool, Dock
3 2
house , Islamorada, Village of Islands
Isla Honeydew, a three-bedroom waterfront villa in Matecumbe, Islamorada, is located within 1.6km of the Islamorada Brewery & Distillery and Keys History & Discovery Centre, and under 2.4km from the History of Diving Museum. This 156 square metre property offers a fully equipped kitchen, private balcony, swimming pool, garden, and parking, accommodating up to six guests.
10 10 reviews
Islamorada, FL
17/07 – 24/07
2321 ﺩ.ﺇ/nighttotal: 16247 ﺩ.ﺇ (7 )
Forever Views
3 3
house , Islamorada, Village of Islands
This three-bedroom property is located in the Bay Harbour gated community at Mile Marker 77.5, just a short walk from a beach and less than 1.6 kilometres from Anne's Beach. This accommodation has received excellent ratings for its cleanliness, location and user experience. The property offers a spacious layout, comfortably accommodating up to six guests. It has a fully equipped kitchen, a private dock, a screened terrace, a swimming pool, a spa, a fitness centre and a range of other amenities that make for a relaxing and enjoyable stay.
9.5 8 reviews
Islamorada, FL
27/06 – 04/07
6907 ﺩ.ﺇ/nighttotal: 48349 ﺩ.ﺇ (7 )
Turtle Nest Estate
1 2
house , Islamorada, Village of Islands
This oceanfront property is located in Islamorada, just 5km from the Islamorada Fish Company and 10km from the Theater of the Sea, offering a peaceful escape in a prime location. The accommodation has received excellent ratings for its cleanliness, location, and overall experience. This spacious house sleeps up to 12 guests and offers a range of amenities including a private pool and spa, a cinema media room, and kayak access for exploring the surrounding waters. Enjoy your own private beach, relax in the garden, and take advantage of the fully equipped kitchen, ample parking, and outdoor shower.
Isla Mamey: Waterfront Boutique Resort, in Matecumbe, Islamorada, offers a three-bedroom villa a short walk from Matecumbe United Methodist Church and Florida Keys Brewing Co., and within 1.6km of the Morada Way Arts & Cultural District and Hurricane Monument. This 156 square metre, smoke-free property sleeps six, boasting a private pool, fully equipped kitchen, free Wi-Fi, and outdoor amenities including a garden and barbecue grills.
9.5 52 reviews
Islamorada, FL
03/08 – 05/08
1750 ﺩ.ﺇ/nighttotal: 3500 ﺩ.ﺇ (2 )
Waterfront Sunset View Aqua Villa At Sea Biscuit @ Mangrove Resort Llc
2 5
houseboat , Tavernier
This waterfront houseboat resort in Tavernier is conveniently located within a 15-minute walk of Baker's Cay Resort Beach and Mariners Hospital, offering easy access to both relaxation and healthcare. The resort boasts excellent user ratings and very good scores for location and cleanliness, ensuring a pleasant stay. The 46 square metre houseboat features a comfortable layout with one bathroom, perfect for a couple or small family. Guests can enjoy a range of amenities, including a swimming pool, barbecue grills, and a tranquil garden, making it ideal for a relaxing getaway.
Islamorada, FL
27/06 – 04/07
11390 ﺩ.ﺇ/nighttotal: 79730 ﺩ.ﺇ (7 )
Islamorada Beach - Beachfront, Fire Pit & Pool
6 2
house , Islamorada, Village of Islands
This beachfront property in Islamorada, Village of Islands, offers direct access to a private beach and is located 1.8 kilometres from the Theater of the Sea and 2.6 kilometres from Windley Key. This spacious six-bedroom holiday home accommodates up to twenty-three guests, featuring a private outdoor swimming pool, a well-equipped kitchen, five bathrooms, a terrace with sea views, an outdoor dining area, and complimentary WiFi and parking.
10 19 reviews
Islamorada, FL
07/08 – 23/08
2621 ﺩ.ﺇ/nighttotal: 41936 ﺩ.ﺇ (16 )
Closest Oceanfront Home - 3 Stories, Views & Dock
3 4
house , Islamorada, Village of Islands
This oceanfront Paradise Palms villa in Islamorada, Village of Islands, is a short walk (less than 1km) from a Starbucks and a few minutes' drive from Robbie's Marina and the Theater of the Sea. The three-bedroom, three-bathroom property sleeps eight guests, boasting a private dock (suitable for boats up to 26 feet), kayaks, paddleboards, a heated pool, and stunning ocean views from multiple balconies, including Alligator Reef Lighthouse and Islamorada Sandbar vistas.
Frequently Asked Questions about villa rentals in Islamorada, FL
What types of wildlife can travelers expect to see in the area of Islamorada, FL?
Islamorada is known for its diverse wildlife! You'll likely see dolphins, manatees, and even the occasional sea turtle swimming in the waters. Keep your eyes peeled for birds like the brown pelican and the great blue heron, and if you're lucky, you might even spot a Florida Keys deer or an iguana.
What are the best villa rentals in Islamorada, FL?
What are the top hiking trails near Islamorada, FL?
There aren't any traditional hiking trails in Islamorada, as the area is mostly flat and coastal. However, there are some great walking paths like the Anne's Beach Trail and the Windley Key State Park, which offer beautiful views of the water and mangroves.
What are the best villa rentals with a pool in Islamorada, FL?
What are the advantages of renting a house or a villa in Islamorada, FL
Renting a villa gives you more space and privacy compared to a hotel room. You'll have access to a fully equipped kitchen, which allows you to save money on dining out. Plus, many villas come with amenities like a private pool or hot tub, making your stay even more relaxing.
What are the best villa rentals with a jacuzzi in Islamorada, FL?
Are there popular destinations near Islamorada, FL?
Definitely! Key Largo is just a short drive north, known for its diving and snorkeling. If you want to head south, you'll find Marathon, which is famous for its Seven Mile Bridge and its abundance of restaurants and shops.
What are the best villa rentals for families and kids in Islamorada, FL?
Ocean Pointe 4405, Key Largo, offers a self-catering property in Tavernier, a 1.9km walk from Harry Harris Park Beach and a short drive from attractions including Pigeon Key and John Pennekamp Coral Reef State Park. This 77 square metre house boasts two bedrooms, two bathrooms, sleeps seven guests, and includes a private patio with ocean views, a swimming pool, jacuzzi, and a fully equipped kitchen with dishwasher.
Islamorada, FL
17/07 – 24/07
1679 ﺩ.ﺇ/nighttotal: 11753 ﺩ.ﺇ (7 )
Cottage ∙ 2 Bedrooms ∙ 5 Guests
2 3
cottage , Islamorada, Village of Islands
The Green Cottage is located within the Turtle Cove enclave in Islamorada, Village of Islands, offering peaceful seclusion and views of the pool and ocean. This family-friendly holiday home sleeps five with two bedrooms and one bathroom, featuring a queen bed and bunk beds, and provides access to shared amenities including a pool, boat basin, and water sports equipment.
9.8 63 reviews
Islamorada, FL
03/08 – 05/08
1877 ﺩ.ﺇ/nighttotal: 3754 ﺩ.ﺇ (2 )
Waterfront Sunset View Aqua Villa Dolphin @ Mangrove Marina Resort
2 5
houseboat , Tavernier
The Dolphin houseboat is located in Tavernier, Florida Keys, on the Bayside at Mile Marker 91.7, offering a peaceful escape from the hustle and bustle of the Keys. It is situated in a protected cove of Community Harbor, between Key Largo and Islamorada, and has excellent user ratings. The houseboat has two bedrooms and one bathroom, accommodating up to five guests in a comfortable 56 square metres of space. The houseboat has a well-equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, parking, and internet access, perfect for enjoying the beautiful surroundings and local attractions.
8.2 55 reviews
Islamorada, FL
07/07 – 11/07
1049 ﺩ.ﺇ/nighttotal: 4196 ﺩ.ﺇ (4 )
Coastal Retreat With Private Balcony, Pool, & Easy Beach Access
2 4
house , Tavernier
Ocean Point #2210 is located in Tavernier, Florida, just 5 kilometres from Harry Harris Park Beach and within easy reach of attractions like Pigeon Key (5 kilometres) and Windley Key (13 kilometres). The property has received very good ratings for its location and overall experience, as well as a good rating for cleanliness. This two-bedroom apartment, spanning 77 square metres, comfortably accommodates up to four guests. Ocean Point #2210 offers a range of amenities including air conditioning, a swimming pool, a tennis court, a terrace, free Wi-Fi, and parking, plus a fully equipped kitchen for those who prefer to cook their own meals.
Best Islamorada, FL villas and beach houses with jacuzzi
This private beachfront villa in Islamorada's Matecumbe neighbourhood offers direct ocean views and is a short drive to the Keys History & Discovery Center and History of Diving Museum, with Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park nearby. Spanning 418 square meters, this expansive property accommodates up to 12 guests across a central villa, a primary suite villa, and a guest suite wing, featuring a heated infinity pool, hot tub, a 100-meter ocean dock, and on-site water sports like kayaking and paddleboarding.
9.3 9 reviews
Islamorada, FL
17/07 – 24/07
1169 ﺩ.ﺇ/nighttotal: 8183 ﺩ.ﺇ (7 )
Blue Haven Key Largoocean Pointe 1315
2 3
house , Tavernier
Blue Haven Key Largo Ocean Pointe 1315, situated in Key Largo, offers stunning sunset views over Florida Bay and is a short drive (approx. 2.4km) from Harry Harris Park Beach. This two-bedroom, two-bathroom property boasts 77 square metres of living space, a private patio, swimming pool, jacuzzi, and sleeps up to six guests, complete with a fully equipped kitchen, Wi-Fi, and cable TV.
9.8 22 reviews
Islamorada, FL
17/07 – 24/07
1156 ﺩ.ﺇ/nighttotal: 8092 ﺩ.ﺇ (7 )
Starfish Seas Key Largo Ocean Pointe 1302
2 3
house , Tavernier
Starfish Seas Key Largo Ocean Pointe 1302, located in Key Largo, offers ocean views and is a 2km walk from Harry Harris Park Beach, with easy access to Pigeon Key (5.1km), Windley Key Fossil Reef Geological State Park (15km), and John Pennekamp Coral Reef State Park (18km). This 77 square metre, two-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, swimming pool, jacuzzi, garden, parking, air conditioning, Wi-Fi, and cable TV.
9.5 2 reviews
Islamorada, FL
17/07 – 24/07
1530 ﺩ.ﺇ/nighttotal: 10710 ﺩ.ﺇ (7 )
2405 Ocean Pointe Suites
2 3
house , Tavernier
Ocean Pointe Suites in Tavernier offers a self-catering apartment, conveniently located 19.3km from Upper Matecumbe Key, 14.6km from Windley Key Fossil Reef, and 5km from Pigeon Key, providing easy access to Tavernier's key attractions. This 79 square metre, two-bedroom, two-bathroom flat sleeps up to 11 guests and boasts a fully equipped kitchen, swimming pool, Jacuzzi, free Wi-Fi, and air conditioning; Harry Harris Park Beach is a short 13-minute walk away.