Compare Islamorada Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Islamorada

$207 nightly

$233 total

Jun 9 - Jun 10

Total with taxes and fees

Guests of Ragged Edge Resort & Marina enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. You can take advantage of free parking if you drive. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include a library, express check-in, and express check-out.

Pool

Parking included

$225 nightly

$253 total

Jun 8 - Jun 9

Total with taxes and fees

Guests of Coconut Bay Resort Key Largo enjoy features like an outdoor pool, free WiFi in public areas, and a library. Free parking is available if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach guesthouse include laundry facilities, barbecue grills, and a garden.

Pool

Breakfast included

$2,284 nightly

$2,534 total

Jun 13 - Jun 14

Total with taxes and fees

This guesthouse is a smoke-free guesthouse.

Pet friendly

Air conditioning

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

$2,169 nightly

$2,406 total

Jun 12 - Jun 13

Total with taxes and fees

This guesthouse is a smoke-free guesthouse.

Pet friendly

Air conditioning

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

$1,142 nightly

$1,267 total

Jun 13 - Jun 14

Total with taxes and fees

This guesthouse is a smoke-free guesthouse.

Pet friendly

Air conditioning

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

$2,282 nightly

$2,532 total

Jun 13 - Jun 14

Total with taxes and fees

This guesthouse is a smoke-free guesthouse.

Pet friendly

Air conditioning

Oceanview Sun Suite W/ Private Terrace Bliss @Islamorada - Sun Suite

This guesthouse is a smoke-free guesthouse.

Pet friendly

Air conditioning

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon suite

This guesthouse is a smoke-free guesthouse.

Pet friendly

Air conditioning

Cozy Islamorada Stay- Garden, Patio & Living Room - Barefoot Suite

This guesthouse is a smoke-free guesthouse.

Pet friendly

Air conditioning

Don't see what you're looking for?

See all available properties in Islamorada

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Islamorada

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

$244 nightly

$275 total

Jun 7 - Jun 8

Total with taxes and fees

9.2/10 Wonderful! (1,319 reviews)

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

$233 nightly

$262 total

Jun 9 - Jun 10

Total with taxes and fees

9.2/10 Wonderful! (1,741 reviews)

Islander Resort

82100 Overseas Highway Islamorada FL

$292 nightly

$329 total

Jun 14 - Jun 15

Total with taxes and fees

9.4/10 Exceptional! (1,036 reviews)

Islamorada Guest Houses essential information

Accommodation	2 Guest Houses
Lowest Price	$233
Highest Price	$2,534
Popular accommodation	Ragged Edge Resort & Marina, Coconut Bay Resort Key Largo, Charming Suite @Islamorada With Pool Access - Twilight Suite, Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite, Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room, Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite, Oceanview Sun Suite W/ Private Terrace Bliss @Islamorada - Sun Suite, Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon suite, Cozy Islamorada Stay- Garden, Patio & Living Room - Barefoot Suite