Islamorada, FL Short term rentals

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

Discover Short-Term Rentals by the Sea in Islamorada, FL

Plan a relaxing maritime getaway at coastal short-term rentals in Islamorada, FL, situated short distances from local shoreside communities.

Oceanfront Wow | Studio With Endless Blue Views - Islamorada, FL
No reviews

Oceanfront Wow | Studio With Endless Blue Views

apartment, Islamorada, Village of Islands
This second-floor studio apartment offers direct, unobstructed ocean views from a private balcony in Islamorada, Village of Islands, a location renowned as the 'Sportfishing Capital of the World.'
This oceanfront unit features a queen bed and a sofa bed for up to three guests, a kitchenette with full-size appliances, air conditioning, internet, and access to resort amenities including a heated swimming pool, shuffleboard, pickleball, tennis, basketball courts, and a marina with boat docking.

Check Out 5-Star Lodgings in Islamorada, FL

Experience the height of comfort in Islamorada, FL with high-end properties designed to be memorable.

Port Antigua Canal Front Home - Islamorada, FL
No reviews

Port Antigua Canal Front Home

apartment, Islamorada, Village of Islands
This Islamorada vacation home is located in a quiet subdivision with private beach access, offering easy access to the Village of Islands' attractions, though specific distances aren't provided.
This four-bedroom, three-bathroom house sleeps twelve guests and features a fully equipped kitchen, screened porch, ground-level patio with grill, multiple outdoor seating areas, and canal views.

Frequently Asked Questions about short term rentals in Islamorada, FL

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Search Family Short-Term Rentals in Islamorada, FL

Family beach days in Islamorada, FL are easier when your rental offers enough square footage for everyone to relax.

Ocean View Duplex Penthouse |  Pool | Vista Two - Islamorada, FL
10 7 reviews

Ocean View Duplex Penthouse | Pool | Vista Two

apartment, Islamorada, Village of Islands
This Islamorada duplex penthouse offers panoramic ocean views and is a short walk from Islamorada's waterfront restaurants and beaches.
The 2-bedroom, 3-bathroom unit sleeps 6, features a chef's kitchen, resort-style amenities including a private beach and heated pool, and provides beach gear and access to additional services like chef services and early check-in/late check-out.
Waterfront Paradise, Four Bedroom On A Large Lot - Islamorada, FL
No reviews

Waterfront Paradise, Four Bedroom On A Large Lot

apartment, Islamorada, Village of Islands
This Venetian Shores condo offers direct access to the Atlantic Ocean and Florida Bay, located one mile from Founders Park's Olympic-sized pool, private beach, and boat ramp.
This family-friendly residence accommodates up to 9 guests with 4 bedrooms, 3 bathrooms, air conditioning, a Jacuzzi, a private tiki area with a hot tub, a 100-foot dock, screened porch with water views, and parking for a boat trailer.
2402 Ocean Pointe - 2 Bedroom Condo Upgraded With Clean Lines And Coastal Colors - Islamorada, FL
9.2 30 reviews

2402 Ocean Pointe - 2 Bedroom Condo Upgraded With Clean Lines And Coastal Colors

apartment, Tavernier
This Tavernier condo, near Harry Harris Park, Mariners Hospital, and Pigeon Key, offers easy access to recreation, healthcare, and historical sites.
The 850-square-foot unit features two bedrooms, two bathrooms, a sofa bed accommodating up to six guests, and amenities including a pool, jacuzzi, and free Wi-Fi.
Anglers Reef Is Oceanfront, Blue Marlin House2/2.5 - Islamorada, FL
9.7 42 reviews

Anglers Reef Is Oceanfront, Blue Marlin House2/2.5

apartment, Islamorada, Village of Islands
The Blue Marlin house, a two-bedroom, two-bathroom vacation rental in Islamorada's exclusive Anglers Reef neighborhood, is located approximately 100 feet from an oceanfront community pool.
This Key West-style home sleeps six, boasts a full kitchen with dishwasher, offers complimentary paddleboards, kayaks, and bicycles, and is near Islamorada's attractions and restaurants.

Top Dog-Friendly Lodgings in Islamorada, FL

Traveling with a dog is simpler in these Islamorada, FL rentals, which feature proximity to pet-friendly shores.

Sunshine And Sandbars Waterfront Condo - Islamorada, FL
9.4 34 reviews

Sunshine And Sandbars Waterfront Condo

apartment, Tavernier
This family-friendly condo building is located in Tavernier, a short 15-minute walk from Baker's Cay Resort Beach and Harry Harris Park, with Mariners Hospital and Florida Keys Dive Center within a 3-mile radius. It receives excellent user ratings for its comfortable accommodations and convenient location.
This two-bedroom, two-bathroom apartment offers 1000 square feet of space and can comfortably sleep up to six guests. Enjoy access to a swimming pool, Jacuzzi, spa, tennis court, barbecue grills, and a bar/lounge, in addition to free WiFi and a private balcony.

Best Islamorada, FL lodging with a balcony

Florida Keys Condo With Pool, Beach Access, Marina, Pickleball & More - Islamorada, FL
9.6 21 reviews

Florida Keys Condo With Pool, Beach Access, Marina, Pickleball & More

apartment, Tavernier
Coastal Retreat With Private Balcony, Pool, & Easy Beach Access - Islamorada, FL
No reviews

Coastal Retreat With Private Balcony, Pool, & Easy Beach Access

apartment, Tavernier
Private Family Room With Swimming Pool Access And Ultimate Beach Proximity - Islamorada, FL
No reviews

Private Family Room With Swimming Pool Access And Ultimate Beach Proximity

apartment, Tavernier
Islamorada Paradise Overlooking The Fabulous Florida Bay. - Islamorada, FL
No reviews

Islamorada Paradise Overlooking The Fabulous Florida Bay.

apartment, Islamorada, Village of Islands

Best Islamorada, FL lodging with a kitchen

Ocean View Luxury Condo + 30' Boat Slip & Lift - Islamorada, FL
No reviews

Ocean View Luxury Condo + 30' Boat Slip & Lift

apartment, Islamorada, Village of Islands
The Perfect Getaway With Pool, Jacuzzi & Boatslip - Islamorada, FL
9.3 3 reviews

The Perfect Getaway With Pool, Jacuzzi & Boatslip

apartment, Islamorada, Village of Islands
Amazing Ocean View At Ocean Pointe W/heated Pool - Islamorada, FL
9.6 57 reviews

Amazing Ocean View At Ocean Pointe W/heated Pool

apartment, Tavernier
Welcome To Your Island Escape! Min 28-day Reservation Required - Islamorada, FL
10 1 review

Welcome To Your Island Escape! Min 28-day Reservation Required

apartment, Islamorada, Village of Islands

Best Islamorada, FL lodging with laundry available

Sunrise Sanctuary - Top Floor Ocean Pointe 2415 - Islamorada, FL
9.8 18 reviews

Sunrise Sanctuary - Top Floor Ocean Pointe 2415

apartment, Tavernier
Private Beach | Heated Pool | Mahi Key - Islamorada, FL
9.8 12 reviews

Private Beach | Heated Pool | Mahi Key

apartment, Islamorada, Village of Islands
Sky Blue Escape Ocean Pointe 1314/2ba 2br - Islamorada, FL
9.8 6 reviews

Sky Blue Escape Ocean Pointe 1314/2ba 2br

apartment, Tavernier
Canal Front, Paradise In Islamorada - Islamorada, FL
No reviews

Canal Front, Paradise In Islamorada

apartment, Islamorada, Village of Islands
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