Islamorada Rentals
From $705 per night (USD)VRBO
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 $705 per night (USD)VRBO
From $526 per night (USD)Expedia
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)Expedia
From $267 per night (USD)VRBO
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)VRBO
From $455 per night (USD)Expedia
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 $455 per night (USD)Expedia
From $437 per night (USD)VRBO
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)VRBO
From $208 per night (USD)VRBO
New to the Market: Summer Sea 207
- Bedrooms:
- 1
- 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 $208 per night (USD)VRBO
From $6809 per night (USD)VRBO
Island Beach House Oasis Your Memory Maker awaits
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
***Notwithstanding anything in the rates page the minimum renal is 28 days*** There is luxury, luxury and unrivaled, an ...
From $6809 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 $1061 per night (USD)VRBO
Seaside Sanctuary in the Heart of Islamorada
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled between the Cheeca Lodge and Caribbean Resort, discover our exclusive 4-bedroom oceanside sanctuary, delivering ...
From $1061 per night (USD)VRBO
From $1402 per night (USD)VRBO
Your Idyllic Getaway Awaits! Breathtaking Beachfront, Outdoor Pool | 3 Units
- Bedrooms:
- 3
- 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 $1402 per night (USD)VRBO
From $542 per night (USD)VRBO
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 $542 per night (USD)VRBO
From $132 per night (USD)Expedia
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)Expedia
From $696 per night (USD)VRBO
Islamorada waterfront gem: Total reno ‘24: 3/3.5, pool, spa & deep water dock.
- Bedrooms:
- 3
- 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)VRBO
From $1037 per night (USD)VRBO
Oceanfront Property w/ Outdoor Pools, Pets Allowed, Free Parking Onsite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on a private beach and close to Indian Key Historic State Park. This listing is for a room within a hotel. ✦ Y ...
From $1037 per night (USD)VRBO
From $717 per night (USD)VRBO
Cozy Coastal Haven for Relaxation! With Pools and Water Sports Onsite!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on a private beach and close to Indian Key Historic State Park. This listing is for a room within a hotel. ✦ Y ...
From $717 per night (USD)VRBO
From $1566 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 $1566 per night (USD)VRBO
From $1566 per night (USD)VRBO
4 Units Perfect for Big Groups! Beachfront Property with Outdoor Pools!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Located on a private beach and close to Indian Key Historic State Park. This listing is for 4 separate rooms within a h ...
From $1566 per night (USD)VRBO
From $715 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 $715 per night (USD)VRBO
From $467 per night (USD)VRBO
Beach Getaway! Outdoor Pool, Free Parking, Near Keys History & Discovery Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on a private beach and close to Indian Key Historic State Park. This listing is for a room within a hotel. ✦ Y ...
From $467 per night (USD)VRBO
From $400 per night (USD)VRBO
Escape to Paradise! Beachfront, Outdoor Pool, Near Theater of the Sea
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to oceanfront tranquility at Islander Resort in Islamorada. Enjoy beach access, oceanfront pools, on-site dining, ...
From $400 per night (USD)VRBO
From $364 per night (USD)VRBO
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 $364 per night (USD)VRBO
From $1038 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 $1038 per night (USD)VRBO
From $845 per night (USD)VRBO
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 $845 per night (USD)VRBO
From $1036 per night (USD)VRBO
Prime Location! Beachfront Property with Outdoor Pool, Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on a private beach and close to Indian Key Historic State Park. This listing is for a room within a hotel. ✦ Y ...
From $1036 per night (USD)VRBO
From $845 per night (USD)VRBO
Sun, Sand, and Relaxation Awaits! Ocean View Accommodation w/ Private Patio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on a private beach and close to Indian Key Historic State Park. This listing is for a room within a hotel. ✦ Y ...
From $845 per night (USD)VRBO
From $1176 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 $1176 per night (USD)VRBO
From $795 per night (USD)VRBO
2 Spacious Units, Beachfront Property, Onsite Pool, Free Parking, Pet-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located on a private beach and close to Indian Key Historic State Park. This listing is for 2 separate rooms within a h ...
From $795 per night (USD)VRBO
From $400 per night (USD)VRBO
Best Location! Beachfront Property with Outdoor Pool, Pets are Welcome!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located on a private beach and close to Indian Key Historic State Park. This listing is for a room within a hotel. ✦ Y ...
From $400 per night (USD)VRBO
From $360 per night (USD)VRBO
Steps Away from Coral Bay Marina! Pool, Beachfront, Free Parking, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to oceanfront tranquility at Islander Resort in Islamorada. Enjoy beach access, oceanfront pools, on-site dining, ...
From $360 per night (USD)VRBO
From $795 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 $795 per night (USD)VRBO
From $1176 per night (USD)VRBO
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 $1176 per night (USD)VRBO
From $1226 per night (USD)VRBO
Enjoy a Hassle-free Stay! Unit w/ Full Kitchen, Beachfront, Outdoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on a private beach and close to Indian Key Historic State Park. This listing is for a room within a hotel. ✦ Y ...
From $1226 per night (USD)VRBO
From $1226 per night (USD)VRBO
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 $1226 per night (USD)VRBO
From $2176 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 $2176 per night (USD)VRBO
From $424 per night (USD)VRBO
Dream Paradise! Beachfront Property with Pool, Free Parking, Partial Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on a private beach and close to Indian Key Historic State Park. This listing is for a room within a hotel. ✦ Y ...
From $424 per night (USD)VRBO
From $672 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 $672 per night (USD)VRBO
From $672 per night (USD)VRBO
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 $672 per night (USD)VRBO
From $730 per night (USD)VRBO
Excellent Choice! Beachfront Location, Outdoor Pool, Free Parking, Pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located on a private beach and close to Indian Key Historic State Park. This listing is for a room within a hotel. ✦ Y ...
From $730 per night (USD)VRBO
From $1018 per night (USD)VRBO
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 $1018 per night (USD)VRBO
From $1036 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 $1036 per night (USD)VRBO
From $466 per night (USD)VRBO
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 $466 per night (USD)VRBO
From $1018 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 $1018 per night (USD)VRBO
From $2176 per night (USD)VRBO
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 $2176 per night (USD)VRBO
From $403 per night (USD)VRBO
Ensuring a Very Comfortable & Memorable Stay, Near History of Diving Museum
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relaxing and indulgent stay on the tropical islands of Islamorada! ✦ Your room is 450 sq. ft, equipped with complimenta ...
From $403 per night (USD)VRBO
From $245 per night (USD)VRBO
Your Retreat in the Heart of Islamorada! Kitchenette, Outdoor Swimming Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relaxing and indulgent stay on the tropical islands of Islamorada! ✦ Your room is 540 sq. ft, equipped with complimenta ...
From $245 per night (USD)VRBO
From $316 per night (USD)VRBO
Beachside Retreat in Islamorada - Suite w/ Pool View Queen | Family Ready
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This listing is for a room within a hotel. ✦ Your room is 450 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $316 per night (USD)VRBO
From $353 per night (USD)VRBO
Beach Adventure! Unit w/ Kitchenette, Outdoor Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Relaxing and indulgent stay on the tropical islands of Islamorada! ✦ Your room is 1350 sq. ft, equipped with compliment ...
From $353 per night (USD)VRBO
From $502 per night (USD)VRBO
Relaxing Ocean Front Unit In Islamorada | Enjoy Scenic Walks on Private Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
✦ Your room is 450 sq. ft, equipped with complimentary toiletries, TV. ✦ Daily cleaning services included in the nightl ...
From $502 per night (USD)VRBO
From $632 per night (USD)VRBO
Two Spacious 1BR Suites w/ Scenic Pool View | Breathtaking Resort | Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Aloha! Located off the Overseas Highway in Islamorada, swim with dolphins or visit Sea Oats Beach all within easy reach. ...
From $632 per night (USD)VRBO
From $1048 per night (USD)VRBO
Scenic Beachfront Suite w/ Gorgeous Views & Family-Friendly Pool | Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This listing is for a room within a hotel. ✦ Your room is 850 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $1048 per night (USD)VRBO
From $940 per night (USD)VRBO
Your Majestic View in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Relaxing and indulgent stay on the tropical islands of Islamorada! ✦ Your room is 1065 sq. ft, equipped with compliment ...
From $940 per night (USD)VRBO
From $280 per night (USD)VRBO
Excellent Choice! Pet-friendly Property, Pool, Free Parking Onsite!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Relaxing and indulgent stay on the tropical islands of Islamorada! ✦ Your room is 540 sq. ft, equipped with complimenta ...
From $280 per night (USD)VRBO
From $335 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 $335 per night (USD)VRBO
From $279 per night (USD)VRBO
Steps Away from the Beach | Spacious 1BR Suite w/ Kitchenette
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This listing is for a room within a hotel. ✦ Your room is 618 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $279 per night (USD)VRBO
From $335 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 $335 per night (USD)VRBO
From $633 per night (USD)VRBO
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 $633 per night (USD)VRBO
From $308 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 $308 per night (USD)VRBO
From $694 per night (USD)VRBO
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 $694 per night (USD)VRBO
From $927 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 $927 per night (USD)VRBO
From $1320 per night (USD)VRBO
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 $1320 per night (USD)VRBO
From $882 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 $882 per night (USD)VRBO
From $1761 per night (USD)VRBO
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 $1761 per night (USD)VRBO
From $309 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 $309 per night (USD)VRBO
From $348 per night (USD)VRBO
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 $348 per night (USD)VRBO
From $309 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 $309 per night (USD)VRBO
From $316 per night (USD)VRBO
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 $316 per night (USD)VRBO
From $308 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 $308 per night (USD)VRBO
From $440 per night (USD)VRBO
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 $440 per night (USD)VRBO
From $1321 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 $1321 per night (USD)VRBO
From $439 per night (USD)VRBO
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 $439 per night (USD)VRBO
From $1761 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 $1761 per night (USD)VRBO
From $317 per night (USD)VRBO
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 $317 per night (USD)VRBO
From $719 per night (USD)VRBO
Ideal Mix of Comfort and Value! Onsite Pool, Free Parking, Pets Allowed
- 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 $719 per night (USD)VRBO
From $720 per night (USD)VRBO
Experience Soothing Moments & Luxury! Free Parking, Onsite Pool, Pet-friendly
- 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 $720 per night (USD)VRBO
From $927 per night (USD)VRBO
Your Dream Escape in Islamorada! Pet-friendly Property, 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 $927 per night (USD)VRBO
From $486 per night (USD)VRBO
Indulge in Home-Like Comfort! Free Parking, Onsite 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 $486 per night (USD)VRBO
From $881 per night (USD)VRBO
Relax and Recharge! 2 Comfortable Units, Free Parking, Onsite Swimming 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 $881 per night (USD)VRBO
From $508 per night (USD)VRBO
Short Distance From The Well Known Sites! Free Parking, 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 $508 per night (USD)VRBO
From $348 per night (USD)VRBO
Make Your Trip More Enjoyable! Onsite Pool, Pets Allowed, 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 $348 per night (USD)VRBO
From $362 per night (USD)VRBO
Embrace the Sugar Rush Experience! Onsite Pool, Free Parking, 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 $362 per night (USD)VRBO
From $692 per night (USD)VRBO
Charming Escape in Islamorada! 2 Modern Units, Swimming Pool, Pets Allowed!
- 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 $692 per night (USD)VRBO
From $360 per night (USD)VRBO
Come Create Memories w/ Fun-filled Adventures at this Paradise! Free Parking
- 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 $360 per night (USD)VRBO
From $419 per night (USD)VRBO
Discover Islamorada's Treasures! Pets Allowed, Swimming Pool, 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 $419 per night (USD)VRBO
From $667 per night (USD)VRBO
Your Tropical Home in Islamorada! Pets Allowed, Swimming Pool, Beach!
- 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 $667 per night (USD)VRBO
From $449 per night (USD)VRBO
Better Choice For Your Vacation, Near History of Diving Museum, Pets are Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relaxing and indulgent stay on the tropical islands of Islamorada! ✦ Your room is 450 sq. ft, equipped with complimenta ...
From $449 per night (USD)VRBO
From $1137 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 $1137 per night (USD)VRBO
From $452 per night (USD)VRBO
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 $452 per night (USD)VRBO
From $715 per night (USD)Expedia
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 $715 per night (USD)Expedia
From $857 per night (USD)VRBO
Relaxation at its Finest in Islamorada! Swimming Pool, Beach, Pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relaxing and indulgent stay on the tropical islands of Islamorada! ✦ Your room is 850 sq. ft, equipped with complimenta ...
From $857 per night (USD)VRBO
From $433 per night (USD)VRBO
Ideal Mix of Comfort and Value! Near Islamorada Brewery & Distillery!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Relaxing and indulgent stay on the tropical islands of Islamorada! ✦ Your room is 540 sq. ft, equipped with complimenta ...
From $433 per night (USD)VRBO
From $554 per night (USD)VRBO
2 Spacious Garden Suite w/ Kitchenette | Outdoor Pool + Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $554 per night (USD)VRBO
From $539 per night (USD)VRBO
Relax, Play, and Soak in Islamorada! Swimming Pool, Pets Allowed, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relaxing and indulgent stay on the tropical islands of Islamorada! ✦ Your room is 450 sq. ft, equipped with complimenta ...
From $539 per night (USD)VRBO
From $593 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 $593 per night (USD)VRBO
From $352 per night (USD)VRBO
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 $352 per night (USD)VRBO
From $667 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 $667 per night (USD)VRBO
From $406 per night (USD)VRBO
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 $406 per night (USD)VRBO
From $405 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 $405 per night (USD)VRBO
From $357 per night (USD)VRBO
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 $357 per night (USD)VRBO
From $350 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 $350 per night (USD)VRBO
From $387 per night (USD)VRBO
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 $387 per night (USD)VRBO