Compare Islamorada Guest House Rentals

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Featured Guest Houses in Islamorada

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

2.5 out of 5
243 Treasure Harbor Dr Islamorada FL
$173 nightly
The price is $195 total per night
$195 total
Oct 29 - Oct 30
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.
Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo

2 out of 5
97770 Overseas Hwy Key Largo FL
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 picnic area.
Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

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

Islamorada FL
$2,169 nightly
The price is $2,406 total per night
$2,406 total
Oct 24 - Oct 25
Total with taxes and fees
This guesthouse is a smoke-free guesthouse.
Charming Suite @Islamorada With Pool Access - Twilight Suite

Charming Suite @Islamorada With Pool Access - Twilight Suite

Islamorada FL
$2,284 nightly
The price is $2,534 total per night
$2,534 total
Oct 24 - Oct 25
Total with taxes and fees
This guesthouse is a smoke-free guesthouse.
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

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

Islamorada FL
$1,142 nightly
The price is $1,267 total per night
$1,267 total
Oct 30 - Oct 31
Total with taxes and fees
This guesthouse is a smoke-free guesthouse.
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Islamorada FL
$2,282 nightly
The price is $2,532 total per night
$2,532 total
Oct 24 - Oct 25
Total with taxes and fees
This guesthouse is a smoke-free guesthouse.
Cozy Islamorada Stay- Garden, Patio & Living Room - Barefoot Suite

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

Islamorada FL
This guesthouse is a smoke-free guesthouse.
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon suite

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

Islamorada FL
This guesthouse is a smoke-free guesthouse.
Oceanview Sun Suite W/ Private Terrace Bliss @Islamorada - Sun Suite

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

Islamorada FL
This guesthouse is a smoke-free guesthouse.
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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

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $226 nightly
    The price is $254 total per night from Oct 20 to Oct 21
    $254 total
    Oct 20 - Oct 21
    Total with taxes and fees
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $188 nightly
    The price is $212 total per night from Nov 5 to Nov 6
    $212 total
    Nov 5 - Nov 6
    Total with taxes and fees
    9.4/10 Exceptional! (1,798 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway Islamorada FL
    $256 nightly
    The price is $288 total per night from Nov 15 to Nov 16
    $288 total
    Nov 15 - Nov 16
    Total with taxes and fees
    9.4/10 Exceptional! (1,145 reviews)

Islamorada Guest Houses essential information

Accommodation
11 Guest Houses
Lowest Price
$195
Highest Price
$2,534
Popular accommodation
Ragged Edge Resort & Marina, Coconut Bay Resort Key Largo, Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite, Charming Suite @Islamorada With Pool Access - Twilight Suite, Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room, Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite, Cozy Islamorada Stay- Garden, Patio & Living Room - Barefoot Suite, Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon suite, Oceanview Sun Suite W/ Private Terrace Bliss @Islamorada - Sun Suite

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