Find short term rentals in Islamorada, FL at the best prices

1222 available short term rental offers

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Islamorada, FL short term rentals
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Best Short term and Weekly rentals in Islamorada, FL

Best family friendly Islamorada, FL Short term rentals

Among the 1222 accommodations in Islamorada, FL, here are the 4 best family friendly rentals

91 M² Condo ∙ 2 Bedrooms ∙ 5 Guests - Islamorada, FL
10 1 review

91 M² Condo ∙ 2 Bedrooms ∙ 5 Guests

apartment, Islamorada, Village of Islands
This oceanfront apartment in Islamorada, at mile marker 79.9, offers spectacular views of Alligator Reef Lighthouse and is conveniently located near Bud 'n Mary's Marina and the Islamorada Art District.
The 84-square-metre property features two bedrooms, two bathrooms, sleeps five guests, and boasts direct ocean access for kayaking and paddleboarding, plus a private terrace, swimming pool, Jacuzzi, and fitness centre.
Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included. - Islamorada, FL
10 125 reviews

Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.

apartment, Islamorada, Village of Islands
This luxury waterfront villa, situated at mile marker 85 in Islamorada, offers convenient access to Indian Key Historic State Park and the San Pedro Underwater Archaeological Preserve State Park.
The 188 square metre property boasts four bedrooms, three bathrooms, sleeps eight guests, and includes a private boat slip (up to 31ft), a fully equipped chef's kitchen, and family-friendly amenities such as a highchair and children's toys.
Thesandbar: Partial Ocean View,pool,free Dockage - Islamorada, FL
10 26 reviews

Thesandbar: Partial Ocean View,pool,free Dockage

apartment, Islamorada, Village of Islands
This Islamorada villa, situated in the Peaceful Palms community, is minutes from the Islamorada Sandbar and within a kilometre of the Morada Way Arts & Cultural District and the Theatre of the Sea.
The three-bedroom, three-bathroom property sleeps eight guests and boasts a private boat dock (dockage fee applies), a heated pool, a fitness centre, and a games room, all alongside a modern, open-plan kitchen and balconies with water views.
Swaying Palms Spacious Suite [Ocean Pointe 3201] - Islamorada, FL
9.9 119 reviews

Swaying Palms Spacious Suite [Ocean Pointe 3201]

apartment, Tavernier
This Tavernier waterfront apartment, a short 1km stroll from Harry Harris Park and within 5km of Mariners Hospital and Pigeon Key, offers stunning views.
The two-bedroom, two-bathroom condo sleeps four, boasting a fully equipped kitchen, free Wi-Fi, a swimming pool, Jacuzzi, tennis court, and private terrace – perfect for families seeking a relaxing Tavernier getaway.

Best Islamorada, FL lodging with a balcony

Welcome To The Pelican Lodge ! - Islamorada, FL
8.9 58 reviews

Welcome To The Pelican Lodge !

apartment, Tavernier
This beachfront Tavernier apartment offers direct private beach access, a 2.6km walk from Harry Harris Park Beach and a 4.8km drive from Pigeon Key.
The two-bedroom, two-bathroom flat sleeps eleven guests and boasts a fully equipped kitchen, swimming pool, jacuzzi, tennis court, bar, free Wi-Fi, and sea views from its terrace.
Family-friendly Vacay! Spacious Unit, Outdoor Pool, Steps From The Beach! - Islamorada, FL
9.4 3 reviews

Family-friendly Vacay! Spacious Unit, Outdoor Pool, Steps From The Beach!

apartment, Tavernier
This two-bedroom apartment is located in Tavernier, Florida, just a short distance from the beach and close to the Florida Keys Dive Center and Bluefin Rock Harbor Marina. The surrounding area offers a peaceful and relaxed atmosphere, perfect for those seeking a tranquil getaway.
The apartment spans 84 square metres and comfortably accommodates up to six guests. It features a range of amenities, including a swimming pool, a terrace, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Best Location In The Keys Waterfront 3/3 Home, Boat Dock, Great Layout! - Islamorada, FL
10 2 reviews

Best Location In The Keys Waterfront 3/3 Home, Boat Dock, Great Layout!

apartment, Islamorada, Village of Islands
This waterfront property is situated in Indian Waterways, a neighbourhood in Tavernier, just a short distance from Founders Park and the beach. The area offers a peaceful and relaxing atmosphere, perfect for enjoying the natural beauty of the Florida Keys.
The house is ideal for families or groups of up to four people, with two bedrooms and two bathrooms. Enjoy the convenience of a fully equipped kitchen, a screened-in porch, and a large enclosed garage, as well as the option to bring your own boat or rent one on-site.
Best Ocean Views All Rooms  Building 4, 4th Floor!  Largest - End Unit, Quiet !! - Islamorada, FL
9.8 137 reviews

Best Ocean Views All Rooms Building 4, 4th Floor! Largest - End Unit, Quiet !!

apartment, Tavernier
This waterfront apartment is located in Tavernier, a short walk from Baker's Cay Resort Beach and Harry Harris Park, offering a peaceful setting close to attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom apartment can comfortably accommodate up to four guests. It offers a range of amenities, including a swimming pool, jacuzzi, tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.

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Best Islamorada, FL lodging with a kitchen

Aqua Lodge Houseboat "Sand Dollar" - Islamorada, FL
9.5 65 reviews

Aqua Lodge Houseboat "Sand Dollar"

apartment, Tavernier
The Sand Dollar houseboat is situated in Tavernier, just a short distance from the Florida Keys Overseas Highway and a few miles from John Pennekamp Coral Reef State Park. The property enjoys excellent ratings for cleanliness, location, and user experience.
The floating accommodation measures 46 square metres and features a master bedroom, a loft with two twin beds, and a queen-sized sofa bed in the living room. Guests can enjoy a range of amenities, including a full kitchen, air conditioning, a swimming pool, a garden, and a spa.
Sea View And Sunrise Ocean Pointe 2412 2ba/2br - Islamorada, FL
9.6 89 reviews

Sea View And Sunrise Ocean Pointe 2412 2ba/2br

apartment, Tavernier
This two-bedroom apartment is located in Ocean Pointe Suites, Tavernier, Florida, halfway between Key Largo and Islamorada, about 800 metres from the Circle K convenience store and Dairy Queen. The property has received excellent user ratings and offers a comfortable and convenient stay for travellers.
The 84 square metre apartment can accommodate up to six guests and features a fully equipped kitchen, two bathrooms, and a spacious living area. Guests can enjoy a range of amenities including a swimming pool, hot tub, tennis courts, and a private beach, as well as direct access to the resort's marina and boat ramp.
Luxury 3br Coastal Escape In Islamorada - Islamorada, FL
No reviews

Luxury 3br Coastal Escape In Islamorada

apartment, Islamorada, Village of Islands
This luxury three-bedroom flat in Islamorada, Village of Islands, offers direct beachfront access with panoramic sea views, placing you at the heart of the Keys' aquatic allure.
This spacious 2,275 square metre property accommodates up to 15 guests, featuring a fully fitted kitchen, air conditioning, a private terrace, swimming pool, sauna, hot tub, bar, fitness centre, and pet-friendly accommodation with on-site parking.
Ocean Views At Sangria Sunrise 10% Off Charters - Islamorada, FL
9.9 195 reviews

Ocean Views At Sangria Sunrise 10% Off Charters

apartment, Tavernier
This Tavernier apartment is directly on the beach, just a 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park. The property has received excellent ratings for location, cleanliness, and overall experience.
The apartment is a one-bedroom, one-bathroom property with a floor area of 56 square metres, suitable for up to four guests. Amenities include a fully equipped kitchen, a swimming pool, a jacuzzi, a terrace, a garden, and parking.

Best Islamorada, FL lodging with laundry available

Key Largo Oasis Oceanfront With Pool & Hot Tub - Islamorada, FL
9.6 5 reviews

Key Largo Oasis Oceanfront With Pool & Hot Tub

apartment, Key Largo
This beachfront property in Key Largo is a short walk from local restaurants and the music scene, and close to John Pennekamp Coral Reef State Park and Jacob's Aquatic Centre.
This 250 square metre, four-bedroom, three-bathroom home sleeps nine guests and boasts a private terrace, swimming pool, Jacuzzi, and complimentary kayaks and paddleboards; a 20% discount is currently available.
Islamorada Oceanfront Luxury Living - Islamorada, FL
No reviews

Islamorada Oceanfront Luxury Living

apartment, Islamorada, Village of Islands
This Islamorada holiday flat offers direct beachfront access and ocean views, situated 4.3 kilometres from Windley Key and 5 kilometres from the Theatre of the Sea Islamorada.
This spacious three-bedroom, two-bathroom property accommodates up to eleven guests and features a fully equipped kitchen, air conditioning, a private balcony, and on-site spa facilities including a hot tub and fitness room, with complimentary private parking available.
Apartment ∙ 2 Bedrooms ∙ 6 Guests - Islamorada, FL
No reviews

Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment, Islamorada, Village of Islands
This Islamorada, Florida Keys apartment, located at mile marker 82.2 on Florida Bay, offers direct bayfront access and is a short drive from John Pennekamp Coral Reef State Park, Theatre of the Sea, and Robbie's Marina.
The two-bedroom, two-bathroom duplex sleeps six, features a private balcony with Florida Bay views, a fully equipped kitchen, and access to a spa, fitness centre, and parking within a gated one-acre tropical compound.
Ocean Front 1/1,amazing Ocean/marina Views,tavernier/key Largo Fl. Florida Keys - Islamorada, FL
10 294 reviews

Ocean Front 1/1,amazing Ocean/marina Views,tavernier/key Largo Fl. Florida Keys

apartment, Tavernier
This waterfront apartment is situated in Tavernier, just a 1.6km walk from Baker's Cay Resort Beach and Harry Harris Park, offering a peaceful and scenic setting. The property enjoys an excellent user rating, making it a popular choice for travellers.
The apartment has one bedroom and one bathroom, comfortably accommodating up to four guests. The property offers a range of amenities, including a private pool, a spa, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.
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