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Compare 676 Vacation Homes in Islamorada with updated reviews, rates, and availability.

Luxury house

The price is SAR 2,817
SAR 4,794 total
includes taxes & fees
31 Dec - 1 January 2025
Luxury house

VOTED BEST KEY LARGO VACATION RENTAL

10.0 out of 10, Exceptional, (69)
"The townhome was large and I liked the layout so everyone had their own space. There are multiple balconies which was one of our favorite places to hang out while there. The sunrise/sunsets at the beach were beautiful! We were busy so didn’t spend much time in the lagoon or pools but the grounds were well-kept. "
VOTED BEST KEY LARGO VACATION RENTAL

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

10.0 out of 10, Exceptional, (41)
"The townhouse was great for our family and in a perfect location to explore the upper keys. "
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

Beautiful Updated Kawama Townhouse. Marina, boat ramp, lagoon and pools.

9.8 out of 10, Exceptional, (123)
"We were 3 families that had a very relaxing stay at the Kawama house. Very safe gated community with private beach, pool, playground and own golf cart which made our trips to the beach and fire pits very convenient. Owner addressed a couple of small issue with cleanliness (unit not used for 2 months) and golf cart very quickly. Beds were comfortable, kitchen equipped with everything we needed, the enclosed balcony very cozy. Intend to go back. "
Beautiful Updated Kawama Townhouse. Marina, boat ramp, lagoon and pools.

BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART

10.0 out of 10, Exceptional, (93)
"Right from when I booked the property to arriving and departing, the communication from Mary was great. There was even the issue of water one day - that affected the entire community, because county had to work on a broken pipe. Mary coordinated with HOA and kept me posted. Instructions were very clear. House itself was great. It has kayaks, location is awesome. Very clean bathrooms, kitchen and the house in general. Will recommend and will stay again if I plan to go to keys"
BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART

VOTED TRIPADVISOR'S #1 KEY LARGO DESTINATION, KAYAKS, MARINA, POOL TENNIS

9.8 out of 10, Exceptional, (136)
"-"
VOTED TRIPADVISOR'S #1 KEY LARGO DESTINATION, KAYAKS, MARINA, POOL TENNIS

811 Mariners Club Key Largo | 4 Bed, 3 Bath

9.6 out of 10, Exceptional, (87)
"The rental was great and so was the whole property/community at Mariners! The duplex was perfect for our multi-generational vacation: 2 couples with kids plus the grandparents. The kids loved the several board games the house had and the parents loved the screened, fanned porch. Property manager Michael reached out and was available over text. The lagoon pool was magnificent, especially great for toddlers/young kids, with an expansive wade-in area and a sandy area too. I have nothing negative to...
811 Mariners Club Key Largo | 4 Bed, 3 Bath

Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks

9.8 out of 10, Exceptional, (24)
"The property was lovely. It was a great location and the neighborhood had great amenities. My only issue was that while it slept 6, there wasn't 6 seats at the dining table nor 6 places to sit in the living room. I would expect all aspects of a property to fit the same number of people that can sleep there."
Overlooking Salt-water Lagoon- Free Golf Cart + 2 Kayaks

701 Mariners Club Key Largo | 3 Bed, 3.5 Bath

9.6 out of 10, Exceptional, (65)
"Great communications, great place. We had a wonderful stay."
701 Mariners Club Key Largo | 3 Bed, 3.5 Bath

1BR/1BA Mariner's Club Suite 602 with Oasis Pool, Marina, Game Room & More

1BR/1BA Mariner's Club Suite 602 with Oasis Pool, Marina, Game Room & More

Beautiful Lagoon Front Townhome!

9.6 out of 10, Exceptional, (5)
"Excellent location, Norman was great host "
Beautiful Lagoon Front Townhome!

Charming Canal-Front House | WiFi+Swim+Kayak+Fish

10.0 out of 10, Exceptional, (2)
"All was great we had what we needed and more it was very clean and our host communicated well. We had lots of fun and this house facilitated that!"
Charming Canal-Front House | WiFi+Swim+Kayak+Fish

Comfort and Relaxation! Balcony, Free Parking, Pool, Pet-friendly Property

The price is SAR 1,285
SAR 1,558 total
includes taxes & fees
5 Jan - 6 January 2025
Comfort and Relaxation! Balcony, Free Parking, Pool, Pet-friendly Property

New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities

2.5 star property
10.0 out of 10, Exceptional, (2)
New Mariners Club Listing, Preferred Partner, Great Location, Epic Amenities

House with ocean and bay views in Middle Keys with boat launch, ramp and dock

2.0 star property
House with ocean and bay views in Middle Keys with boat launch, ramp and dock

Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly

9.4 out of 10, Exceptional, (86)
"My husband, 3 boys (14,12 and 10) and myself stayed here for a week in November. The home and property are beautiful! Even though there are neighbors it feels so private. The kids loved swimming in the pool and looking for stingrays and fish in the ocean. They also had fun fishing off the pier/ dock. The hardest part was picking which restaurant to try every day. Definitely hope to be back, and soon!!!!"
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly

Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip

10.0 out of 10, Exceptional, (5)
"We had a wonderful visit. We come every Thanksgiving. Anglers is wonderful place to stay."
Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip

PRIVATE INDOOR PICKLEBALL COURT, NEWLY REMODELED IN-LAW-QUARTERS, MARINA & POOL

9.8 out of 10, Exceptional, (37)
"The beds were super comfortable, the location was perfect. I would definitely stay here again. "
PRIVATE INDOOR PICKLEBALL COURT, NEWLY REMODELED IN-LAW-QUARTERS, MARINA & POOL

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

10.0 out of 10, Exceptional, (14)
"Please note - the address is Overseas Highway, but to access the property, you have to go to Cortez Dr. Booked for 3 days to visit with family living in Islamorada. We were so pleased with the accommodations. Very clean, small, but plenty of space. Fire pit, swimming pool, washer/dryer, kitchen had everything needed to prepare meals (great for breakfast with grandkids), comfortable beds, nice shower, cold A/C (so cold you might need a throw blanket). One of the nicer rentals we have stayed...
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

Anglers Reef Islamorada home with ocean views, private marina, beach & pool

10.0 out of 10, Exceptional, (65)
"Super nice home, well decorated, everything was perfect, very very comfortable.."
Anglers Reef Islamorada home with ocean views, private marina, beach & pool
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.
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Other property types in Islamorada

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (379)
"Nice pool snd beach area.our unit had no hot water for five minutes atfer turning on shower or sink"
The price is SAR 454
SAR 705 total
includes taxes & fees
6 Jan - 7 January 2025
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (39)
"We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards)."
The price is SAR 1,532
SAR 1,930 total
includes taxes & fees
12 Jan - 13 January 2025
The Islands of Islamorada

Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip

10.0 out of 10, Exceptional, (5)
"We had a wonderful visit. We come every Thanksgiving. Anglers is wonderful place to stay."
Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip
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.