Holiday Rentals in Islamorada, FL

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.

The Blue Marlin house, a Key West-style property in Islamorada's Anglers Reef neighbourhood, is situated approximately 0.03 kilometres from an oceanfront pool and dock (fee applies).
This two-bedroom, two-bathroom villa sleeps six guests and offers a fully equipped kitchen, air conditioning, a private garden, swimming pool access, complimentary paddleboards and kayaks, and proximity to a second, rentable house ideal for larger groups.

This bayside canal villa, located in Islamorada's Venetian Shores district, offers deep water access for boats up to 9.14 metres and a short boat trip to the renowned Sand Bar.
This 404 square metre property accommodates up to nine guests across four bedrooms and five bathrooms, featuring a chef's kitchen with Wolf, Sub Zero, and Bosch appliances, a rooftop sun deck, a heated swimming pool, and an entertainment room complete with a pool table, foosball, arcade machines, and a bar.

This apartment is located in Blue Waters, a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within 5 kilometres. The accommodation has received excellent ratings for location, cleanliness and overall user experience.
The apartment has a floor area of 77 square metres and can accommodate up to 6 guests. It comes with a private pool, a spa tub, barbecue grills, a washing machine, a sofa bed, and a fully equipped kitchen, ensuring a comfortable stay for families and groups.

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).

This Plantation Key apartment, conveniently located near Islamorada's restaurants and shops, offers easy access to the Village of Islands' attractions.
The one-bedroom, one-bathroom flat sleeps two guests and features a full kitchen, screened porch, in-apartment bar, and access to a swimming pool and parking; nearby amenities include Port o' Palms.

This two-bedroom apartment is located directly on the waterfront in Islamorada, just over 100 kilometres from Miami and within easy reach of numerous bars, restaurants, shops, and a grocery store. This property has received excellent ratings for its location, user experience, and cleanliness.
The 111 square metre apartment can comfortably accommodate up to four guests and features a fully equipped kitchen, a private balcony, and access to a swimming pool, jacuzzi, fitness centre, and garden. Guests can enjoy a range of amenities and activities, including fishing, diving, kayaking, and boat rentals.

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.

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.

This Tavernier apartment is situated directly on the beach, just 2.4 km from Baker's Cay Resort Beach and Harry Harris Park, offering a tranquil and scenic setting. It has received excellent user ratings, making it a popular choice for travellers.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It comes equipped with a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, tennis court, and parking, ensuring a relaxing and enjoyable stay.

Ragged Edge Resort & Marina is located in Islamorada, just a short drive from Windley Key and Upper Matecumbe Key, offering easy access to the area's natural beauty. The resort has consistently received excellent ratings for location, cleanliness, and overall experience.
The accommodation features a mix of rooms and suites, some with balconies offering sea views. Guests can enjoy amenities such as a swimming pool, terrace, free bikes, a communal grill, and free Wi-Fi.

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.

Pines & Palms Resort is located in Islamorada, close to Alligator Reef and less than a mile from Miss Islamorada Fishing Charters, with John Pennekamp Coral Reef State Park a short 30-minute drive away. This resort has very good user ratings, an excellent location rating and a very good cleanliness rating.
The resort offers a range of apartments with full kitchens and ocean views. Guests can enjoy a private beach, an oceanfront pool, a Tiki Bar, kayak and bike rentals, private boat docks, a covered cabana with a barbecue grill, and premium sport fishing areas.

Cheeca Lodge & Spa is situated on a 27-acre stretch of waterfront in Islamorada, just a 20-minute drive from downtown Key Largo and 13.7 miles from Long Key State Park. The resort has received very good user ratings, with excellent scores for location and cleanliness.
The property features spacious rooms with balconies and resort views. Guests can enjoy a range of amenities, including a 9-hole golf course, spa, fishing pier, swimming pools, fitness centre, tennis courts, and watersports facilities.

This waterfront apartment in Tavernier is conveniently situated just a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering easy access to beautiful beaches and natural attractions. The apartment has received excellent ratings for its location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The two-bedroom, two-bathroom apartment spans 87 square metres and comfortably accommodates up to six guests. The property is fully equipped with modern amenities, including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, making it ideal for families or groups seeking a relaxing and active holiday.

Whispering Palms Sea Gulls 210, a two-bedroom property in Key Largo, is situated approximately 8.5 km from both Windley Key and Pigeon Key.
This Islamorada holiday home boasts 110 square metres of living space, sleeping up to six guests and offering a private patio with sea views, a swimming pool, fitness centre, and fully equipped kitchen.