
Islamorada Rentals

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VRBO
FLORIDA KEYS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
ONLY WEEK AVAILABLE: OCTOBER 5-12, 2024. Caloosa Cove Resort and Marina is located on 10 tropical acres in Islamorada, F ...
Click For PricingVRBO
- From $361 per night (USD)
Expedia
Keys Villa--Islamorada private beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Two bedroom "gem" in the Florida Keys!! Enjoy our sand beach, beautiful sunsets, fish from our docks, swim in our pool, ...
From $361 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Stunning Penthouse 3 bedroom Apartment, New
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Stunning 3 bedroom Penthouse is absolutely stunning! The photos do not due justice to the amazing ceiling, Livingro ...
From $258 per night (USD)VRBO
- From $468 per night (USD)
Expedia
Best location in downtown Islamorada. 2 Houses with Beach access!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Unbelievable location in Islamorada Florida Keys! You have beach access and boat trailer parking. This listing is for 2 ...
From $468 per night (USD)Expedia
- From $697 per night (USD)
VRBO
Islamorada Oasis, Luxurious 4 bedroom 3 bath home. Heated pool! Boat Lift option
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Islamorada Oasis is designed for families and outdoor lovers! Inside and out, its ready for entertaining and keys styl ...
From $697 per night (USD)VRBO
- From $437 per night (USD)
Expedia
Fantastic Bayside Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Fantastic gated Bayside townhouse with all the bells and whistles. Excellant location with everything you need to have a ...
From $437 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Keys Getaway – 2 Bikes, Heated Pool, Small Beach & Sunset Dock Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Your Florida Keys Getaway – A Slice of Paradise in Islamorada Welcome to our beautiful 2-bedroom, 2-bathroom t ...
From $157 per night (USD)VRBO
- From $752 per night (USD)
Expedia
Canal-front home with private dock, wraparound deck, & central AC - snowbirds OK
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Plaza Del Sol Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $752 per night (USD)Expedia
- From $526 per night (USD)
VRBO
SALT HAVEN-BEAUTIFUL 70' WATERFRONT\/CANAL POOL HOME + PRIVATE BEACH & BOAT RAMP
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The Salt Haven is a beautiful canal front, pool home in Port Antigua ready for your vacation get away. Port Antigua is o ...
From $526 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Best Location in Islamorada!! Beach access - Boat trailer parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Gorgeous and highly appointed luxury Island villa with beach access. You are right in the middle of it all with this per ...
From $267 per night (USD)Expedia
- From $8904 per night (USD)
VRBO
Island Beach House Oasis Your Memory Maker awaits
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
***Notwithstanding anything in the rates page the minimum renal is 28 days*** There is luxury, luxury and unrivaled, an ...
From $8904 per night (USD)VRBO
- From $210 per night (USD)
Expedia
New to the Market: Summer Sea 207
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summer Sea Condo #207: Modern and spectacularly updated 2nd floor unit with private balcony just steps away from the sta ...
From $210 per night (USD)Expedia
- From $862 per night (USD)
VRBO
Islamorada Home with Private Beach Freshly updated Waterfront and Swimming Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Relax in Islamorada, Enjoy the day deep sea fishing, and watch the sunset at our private beach. Our 5/3 House is freshl ...
From $862 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Seaside Serenity Coral Harbour Club 3\/2 condo, located Oceanside in Islamorada
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy gated coastal luxury while staying at “Seaside Serenity” in this beautiful Coral Harbour Club Condo (CHC) . This v ...
From $331 per night (USD)Expedia
- From $1108 per night (USD)
VRBO
Seaside Sanctuary in the Heart of Islamorada
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled between the Cheeca Lodge and Caribbean Resort, discover our exclusive 4-bedroom oceanside sanctuary, delivering ...
From $1108 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Charming Islamorada house with waterfront, private dock and beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in Islamorada, this delightful house offers a peaceful and serene retreat for guests. With 2 bedrooms, including ...
From $277 per night (USD)Expedia
- From $1637 per night (USD)
VRBO
Your Idyllic Getaway Awaits! Breathtaking Beachfront, Outdoor Pool | 3 Units
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
Discover your home away from home in the Florida Keys. Come enjoy pristine beaches, heart-racing water sports, and stunn ...
From $1637 per night (USD)VRBO
- From $568 per night (USD)
Expedia
Welcome to Our Beautiful Spacious 2 BR Home in the Heart of Islamorada, Florida
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the perfect getaway in our stunning 2-bedroom home located in the vibrant heart of Islamorada, Florida. Nestl ...
From $568 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Ocean front property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 1 and a half two story Condo. Kitchen, living area, private parking, barbecue area, recreational room, in a ...
From $132 per night (USD)VRBO
- From $696 per night (USD)
Expedia
Islamorada waterfront gem: Total reno ‘24: 3\/3.5, pool, spa & deep water dock.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Lower Matecumbe generally, and Sapodilla Drive specifically, is an idyllic location in Islamorada. Only five miles to ev ...
From $696 per night (USD)Expedia
- From $1115 per night (USD)
VRBO
Oceanfront Property w\/ Outdoor Pools, Pets Allowed, Free Parking Onsite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1115 per night (USD)VRBO
- From $780 per night (USD)
Expedia
Cozy Coastal Haven for Relaxation! With Pools and Water Sports Onsite!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $780 per night (USD)Expedia
- From $1812 per night (USD)
VRBO
High Tides and Good Vibes! 4 Spacious Units, Outdoor Pool, Free Parking
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1812 per night (USD)VRBO
- From $1812 per night (USD)
Expedia
4 Units Perfect for Big Groups! Beachfront Property with Outdoor Pools!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1812 per night (USD)Expedia
- From $780 per night (USD)
VRBO
Oceanfront Paradise Retreat! Outdoor Pool, Pets Allowed, Near Coral Bay Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $780 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Beach Getaway! Outdoor Pool, Free Parking, Near Keys History & Discovery Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $505 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Escape to Paradise! Beachfront, Outdoor Pool, Near Theater of the Sea
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $459 per night (USD)VRBO
- From $394 per night (USD)
Expedia
Fun Under the Sun! Beachfront, w\/ Pool Onsite, Free Parking, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $394 per night (USD)Expedia
- From $1115 per night (USD)
VRBO
You Don’t Want to Miss This! Beachfront, Onsite Pool, Near Coral Bay Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1115 per night (USD)VRBO
- From $918 per night (USD)
Expedia
Your Islamorada Hideaway! Beachfront Accommodation - Onsite Pool, Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $918 per night (USD)Expedia
- From $1087 per night (USD)
VRBO
Prime Location! Beachfront Property with Outdoor Pool, Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1087 per night (USD)VRBO
- From $918 per night (USD)
Expedia
Sun, Sand, and Relaxation Awaits! Ocean View Accommodation w\/ Private Patio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $918 per night (USD)Expedia
- From $1358 per night (USD)
VRBO
Family Getaway! 3 Tropical View Units, Outdoor Pools, Pet-friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1358 per night (USD)VRBO
- From $918 per night (USD)
Expedia
2 Spacious Units, Beachfront Property, Onsite Pool, Free Parking, Pet-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $918 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Best Location! Beachfront Property with Outdoor Pool, Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $459 per night (USD)VRBO
- From $394 per night (USD)
Expedia
Steps Away from Coral Bay Marina! Pool, Beachfront, Free Parking, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $394 per night (USD)Expedia
- From $918 per night (USD)
VRBO
Better Choice for your Vacation! 2 Comfortable Units, Beachfront, Outdoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $918 per night (USD)VRBO
- From $1358 per night (USD)
Expedia
Everything You Need For The Perfect Vacation! 3 Sleek Units, Beachfront, Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1358 per night (USD)Expedia
- From $1278 per night (USD)
VRBO
Enjoy a Hassle-free Stay! Unit w\/ Full Kitchen, Beachfront, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1278 per night (USD)VRBO
- From $1278 per night (USD)
Expedia
Dip Your Toes In The Sand! Beachfront, Pool, Near History of Diving Museum
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1278 per night (USD)Expedia
- From $2227 per night (USD)
VRBO
Keys to Relaxation! Pool, Pets Allowed, Short Drive to Florida Keys Airport
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $2227 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Dream Paradise! Beachfront Property with Pool, Free Parking, Partial Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $450 per night (USD)Expedia
- From $715 per night (USD)
VRBO
Coastal Gem! Water Activities Onsite, Pool, Private Patio, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $715 per night (USD)VRBO
- From $715 per night (USD)
Expedia
Spacious Ocean View Accommodation w\/ Patio! Beachfront Property w\/ Outdoor Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $715 per night (USD)Expedia
- From $787 per night (USD)
VRBO
Excellent Choice! Beachfront Location, Outdoor Pool, Free Parking, Pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $787 per night (USD)VRBO
- From $1068 per night (USD)
Expedia
Dive Into Your Dream Vacation! Beachfront, Outdoor Pool, Near Hurricane Monument
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1068 per night (USD)Expedia
- From $1087 per night (USD)
VRBO
Beach Bliss, Just Steps to the Ocean! Outdoor Pool, Near Coral Bay Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1087 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Summer Escapade! Onsite Pool, Steps from the Beach, Pets Allowed, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $505 per night (USD)Expedia
- From $1068 per night (USD)
VRBO
Best Vacation Choice! Outdoor Pool, Beachfront Location, Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $1068 per night (USD)VRBO
- From $2227 per night (USD)
Expedia
Have Fun at this Beachfront Paradise with Outdoor Pools, Free Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay close to Florida Keys Brewing Co. and Bud n' Mary's Dive Center. Explore Indian Key Historic State Park and dive in ...
From $2227 per night (USD)Expedia
- From $435 per night (USD)
VRBO
Ensuring a Very Comfortable & Memorable Stay, Near History of Diving Museum
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $435 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Your Retreat in the Heart of Islamorada! Kitchenette, Outdoor Swimming Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $282 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Beachside Retreat in Islamorada - Suite w\/ Pool View Queen | Family Ready
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $330 per night (USD)VRBO
- From $780 per night (USD)
Expedia
Beach Adventure! Unit w\/ Kitchenette, Outdoor Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $780 per night (USD)Expedia
- From $523 per night (USD)
VRBO
Relaxing Ocean Front Unit In Islamorada | Enjoy Scenic Walks on Private Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $523 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Two Spacious 1BR Suites w\/ Scenic Pool View | Breathtaking Resort | Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $650 per night (USD)Expedia
- From $1078 per night (USD)
VRBO
Scenic Beachfront Suite w\/ Gorgeous Views & Family-Friendly Pool | Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $1078 per night (USD)VRBO
- From $980 per night (USD)
Expedia
Your Majestic View in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $980 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Excellent Choice! Pet-friendly Property, Pool, Free Parking Onsite!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $302 per night (USD)VRBO
- From $492 per night (USD)
Expedia
Better Choice For Your Vacation, Near History of Diving Museum, Pets are Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $492 per night (USD)Expedia
- From $1175 per night (USD)
VRBO
Best Value, Quality Stay with Free Parking, Near Islamorada Brewery & Distillery
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $1175 per night (USD)VRBO
- From $486 per night (USD)
Expedia
Sunny Escape! Spacious Oceanfront Suite with Balcony! Beachfront Resort w\/ Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $486 per night (USD)Expedia
- From $1559 per night (USD)
VRBO
Your Key to Unforgettable Island Moments! 2 Relaxing Units with Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $1559 per night (USD)VRBO
- From $884 per night (USD)
Expedia
Relaxation at its Finest in Islamorada! Swimming Pool, Beach, Pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $884 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Ideal Mix of Comfort and Value! Near Islamorada Brewery & Distillery!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $464 per night (USD)VRBO
- From $638 per night (USD)
Expedia
2 Spacious Garden Suite w\/ Kitchenette | Outdoor Pool + Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $638 per night (USD)Expedia
- From $564 per night (USD)
VRBO
Relax, Play, and Soak in Islamorada! Swimming Pool, Pets Allowed, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $564 per night (USD)VRBO
- From $483 per night (USD)
Expedia
Peaceful Retreat in Islamorada! Pet-friendly, Swimming Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $483 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Indulge in Home Like Comfort! Courtyard View, Free Parking, Pool, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $397 per night (USD)VRBO
- From $403 per night (USD)
Expedia
Cozy waterfront home with dock, BBQ, dog friendly, AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Treasure Cove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $403 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Peaceful Mornings in Islamorada! Swimming Pool, Beach, Pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $459 per night (USD)VRBO
- From $384 per night (USD)
Expedia
Indulge in Home Like Comfort! Free Parking, Onsite Pool, Pet-friendly Property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $384 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Waterfront Elegance in Islamorada! Beach, Swimming Pool, Pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $525 per night (USD)VRBO
- From $444 per night (USD)
Expedia
Ideal Mix of Comfort and Value! Pool, Free Parking, Near Anne's Beach & Sea Oats
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $444 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Indulge in Home-Like Comfort! Free Parking, Pool, Pet-friendly Property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $444 per night (USD)VRBO
- From $397 per night (USD)
Expedia
Make Your Trip More Enjoyable! Free Parking, Pets Allowed, Onsite Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $397 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Embrace the Sugar Rush Experience! Courtyard View, Free Parking, Onsite Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $384 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Spacious Good-Value Accommodation! Free Parking, Onsite Pool, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $421 per night (USD)Expedia
- From $421 per night (USD)
VRBO
Indulge in Home Like Comfort! Free Parking, Onsite Pool, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $421 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Your Charming Stay in Islamorada! Beach, Swimming Pool, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $382 per night (USD)Expedia
- From $373 per night (USD)
VRBO
A Place You'll Surely Enjoy! Courtyard View, Free Parking, Onsite Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $373 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Steps Away from the Beach | Spacious 1BR Suite w\/ Kitchenette
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $320 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Relax and Unwind! Courtyard View, Free Parking, Onsite Pool, Near Anne's Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $373 per night (USD)VRBO
- From $750 per night (USD)
Expedia
Newly built 4-bedroom house in Tavernier with ample dock space and Kayak ramp.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This Tavernier house boasts 4 inviting bedrooms - 2 king beds, 2 queen beds, and 1 bunk bed. With 3 bathrooms featuring ...
From $750 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Comfort and Relaxation! Balcony, Free Parking, Pool, Pet-friendly Property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $344 per night (USD)VRBO
- From $765 per night (USD)
Expedia
Relax and Recharge in Islamorada! 2 Relaxing Units, Pets Allowed, Outdoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $765 per night (USD)Expedia
- From $831 per night (USD)
VRBO
Relax and Unwind in Islamorada! Swimming Pool, Pet-friendly Property!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $831 per night (USD)VRBO
- From $1214 per night (USD)
Expedia
A Place You'll Surely Enjoy! 3 Comfortable Units, Onsite Pool, Free Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $1214 per night (USD)Expedia
- From $810 per night (USD)
VRBO
High Tides and Good Vibes! 2 Relaxing Units, Pet-friendly Property, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $810 per night (USD)VRBO
- From $1619 per night (USD)
Expedia
Make Your Trip More Enjoyable! 4 Family-friendly Units, Pets Allowed, Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $1619 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Best Place to Unwind! Free Parking, Pet-friendly Property, Onsite Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $350 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Short Distance From The Well Known Sites! Pool, Free Parking, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $383 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Comfort and Relaxation! Free Parking, Minutes to History of Diving Museum
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $350 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Enjoy a Hassle-Free Stay! Free Parking, Onsite Pool, Near Anne's Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $353 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Best Place to Unwind! Free Parking, Onsite Pool, Short Drive to Anne's Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $344 per night (USD)VRBO
- From $405 per night (USD)
Expedia
Home Away from Home in Islamorada! Pets Allowed, Free Parking, Outdoor Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $405 per night (USD)Expedia
- From $1214 per night (USD)
VRBO
Short Distance From The Well Known Sites! 3 Family-friendly Units, Free Parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $1214 per night (USD)VRBO
- From $405 per night (USD)
Expedia
Relaxation at Its Finest in Islamorada! Free Parking, Swimming Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $405 per night (USD)Expedia
- From $1619 per night (USD)
VRBO
Indulge in Home Like Comfort! 4 Pleasant Units, Free Parking, Onsite Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $1619 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Always a Great Idea To Unwind! Free Parking, Onsite Pool, Pet-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive in ...
From $353 per night (USD)Expedia