Viewed 176 times in the last 48 hours

Welcome to Paradise "Sandbar Bungalow Villa" @ Anglers Reef

2 BR
2 BA
1 HF BA
Sleeps 6

Excellent! 4.7/5
(41 reviews)

$236

avg/night

Viewed 128 times in the last 48 hours

OCEANFRONT 5th Floor End Unit, FREE WiFi, Pool, Tennis, PANORAMIC Ocean Views!

2 BR
2 BA
Sleeps 5

Wonderful! 4.8/5
(45 reviews)

$130

avg/night

Viewed 107 times in the last 48 hours

Islamorada Keys Home In Anglers Reef With Ocean View, Dock, Pool & Beach

2 BR
2 BA
1 HF BA
Sleeps 6

Wonderful! 4.9/5
(19 reviews)

$252

avg/night

Viewed 268 times in the last 48 hours

SUPER SALE💎Aquamarine💎OCEANVIEW+Dock+Pool+Spa+2 Masters+Gym+Tennis=FUN🌴🌴🌴

2 BR
2 BA
1 HF BA
Sleeps 6

Exceptional! 5/5
(25 reviews)

$146

avg/night

Viewed 96 times in the last 48 hours

Beautiful Islamorada Home In Angler's Reef. Amazing Views. Boatslip Included.

4 BR
3 BA
Sleeps 8

Exceptional! 5/5
(31 reviews)

$500

avg/night

Viewed 59 times in the last 48 hours

Ocean front property

2 BR
2 BA
Sleeps 6

$83

avg/night

Viewed 51 times in the last 48 hours

Oceanfront! Oceanfront! Oceanfront!

2 BR
2 BA
Sleeps 4

Wonderful! 4.8/5
(25 reviews)

$171

avg/night

Viewed 59 times in the last 48 hours

Single Family Home In Angler's Reef Gated Community, Beaches,Marina,Heated Pool

2 BR
2 BA
1 HF BA
Sleeps 6

Wonderful! 4.8/5
(18 reviews)

$217

avg/night

Viewed 121 times in the last 48 hours

Lovely Beach Cottage in Beautiful Islamorada ,Pool & Private Beach Access

4 BR
3 BA
Sleeps 8

Exceptional! 5/5
(14 reviews)

$242

avg/night

Viewed 26 times in the last 48 hours

Fully Updated Townhome with Modern Luxuries with Pool, Beach & near Shopping & Dining

2 BR
2 BA
Sleeps 8

$115

avg/night

Viewed 81 times in the last 48 hours

Anglers Reef Luxury House in Gated Community with Pool & Boat Slip

2 BR
2 BA
1 HF BA
Sleeps 5

Exceptional! 5/5
(43 reviews)

$236

avg/night

Viewed 50 times in the last 48 hours

Single Family Home In Angler's Reef Gated Community,Beautiful Ground,Resort Pool

2 BR
2 BA
1 HF BA
Sleeps 6

Wonderful! 4.9/5
(32 reviews)

$229

avg/night

Viewed 52 times in the last 48 hours

Perfect Place For Seasonal Renters To Injoy The Fabulous Florida Keys

3 BR
2 BA
Sleeps 10

$100

avg/night

Viewed 76 times in the last 48 hours

Oceanview / Private Balcony/ Free Kayak Use

1 BR
1 BA
Sleeps 5

Excellent! 4.4/5
(30 reviews)

$109

avg/night

Viewed 21 times in the last 48 hours

Beautiful Townhouse Islamorada Florida / Excecutive Bay Club

2 BR
2 BA
Sleeps 5

$150

avg/night

Viewed 43 times in the last 48 hours

Oceanfront, Private Beach, Charming 2 Bed 2 Bath Beach Cottage - Kayaks Included

2 BR
2 BA
Sleeps 5

Excellent! 4.7/5
(35 reviews)

$275

avg/night

Viewed 117 times in the last 48 hours

Oceanfront Escape--Reserve Your Sunsets Now!

2 BR
2 BA
Sleeps 6

Excellent! 4.5/5
(31 reviews)

$194

avg/night

Viewed 63 times in the last 48 hours

Beautiful Water Front in Angler's Reef with View of Sand Bar with Boat Slip

3 BR
2 BA
1 HF BA
Sleeps 8

Wonderful! 4.9/5
(73 reviews)

$400

avg/night

Viewed 45 times in the last 48 hours

Canal Front - Lower Matecumbe Key Peaceful Retreat with Heated Pool and Dock

4 BR
3 BA
Sleeps 10

Wonderful! 4.8/5
(11 reviews)

$495

avg/night

Viewed 30 times in the last 48 hours

Casa Linda Vacation Home with Concrete Dock

3 BR
2 BA
Sleeps 6

Wonderful! 4.8/5
(11 reviews)

$209

avg/night

Viewed 53 times in the last 48 hours

Oceanfront Single-Family Angler's Reef, Islamorada, Florida Keys, SLIDESHOW TOUR

2 BR
2 BA
1 HF BA
Sleeps 6

Wonderful! 4.8/5
(33 reviews)

$237

avg/night

Viewed 66 times in the last 48 hours

🐠Special Luxurious Waterfront, Two Masters, Pool, Hot Tub, Tennis, Dock, Bikes

2 BR
2 BA
1 HF BA
Sleeps 4

Exceptional! 5/5
(57 reviews)

$171

avg/night

Viewed 43 times in the last 48 hours

Keys home in Anglers Reef with ocean view, dock, community pool & private beach

2 BR
2 BA
1 HF BA
Sleeps 6

Exceptional! 5/5
(60 reviews)

$267

avg/night

Viewed 31 times in the last 48 hours

Luxurious Anglers Reef Vacation Paradise Islamorada Fla Keys oceanfront pool

2 BR
2 BA
1 HF BA
Sleeps 6

Wonderful! 4.8/5
(50 reviews)

$253

avg/night

Viewed 32 times in the last 48 hours

Oceanfront Anglers Reef, Pool, 31' Boat Slip, 2 Master Bdrms, Tommy Bahama Decor

2 BR
2 BA
1 HF BA
Sleeps 4

Wonderful! 4.8/5
(38 reviews)

$285

avg/night

Viewed 43 times in the last 48 hours

Private Pool, Completely Renovated Lovely Cottage Home in Islamorada

4 BR
3 BA
Sleeps 8

$249

avg/night

Viewed 19 times in the last 48 hours

Tropical Tranquility In The Heart Of Islamorada

2 BR
2 BA
Sleeps 6

Wonderful! 4.8/5
(13 reviews)

$126

avg/night

Viewed 33 times in the last 48 hours

"Pleasant Palms" An Oceanside Condo In Downtown Islamorada In The Florida Keys

1 BR
1 BA
1 HF BA
Sleeps 4

Exceptional! 5/5
(7 reviews)

$83

avg/night

Viewed 77 times in the last 48 hours

Amazing Oceanfront Bonefish Flats Beach House Islamorada - Paddleboards/Kayaks

3 BR
3 BA
Sleeps 6

Exceptional! 5/5
(36 reviews)

$350

avg/night

Viewed 61 times in the last 48 hours

Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock

4 BR
4 BA
1 HF BA
Sleeps 10

Exceptional! 5/5
(9 reviews)

$801

avg/night

Viewed 52 times in the last 48 hours

Islamorada's Best Sunsets Are Waiting For You, At The Sunset Studio

Studio
1 BA
Sleeps 4

Wonderful! 4.9/5
(24 reviews)

$72

avg/night

Viewed 28 times in the last 48 hours

Direct Oceanfront Views In Anglers Reef, Islamorada. Resort Pool, Dock, Beach

2 BR
2 BA
1 HF BA
Sleeps 6

Exceptional! 5/5
(13 reviews)

$360

avg/night

Viewed 28 times in the last 48 hours

4 Bedroom House In Anglers Reef, Includes 31' Boat Slip

4 BR
3 BA
1 HF BA
Sleeps 8

Very Good! 4.2/5
(10 reviews)

$372

avg/night

Viewed 14 times in the last 48 hours

Great Ocean & Backwater Access! Boat Dock, Pool, Tennis, Grills, & Bike Paths

1 BR
1 BA
Sleeps 4

$62

avg/night

Viewed 28 times in the last 48 hours

Spectacular 2 story keys home on water with ramp.

3 BR
2 BA
Sleeps 8

$150

avg/night

Viewed 56 times in the last 48 hours

Renovated canal front home with ocean views from 2nd floor pool. 80' of dock

3 BR
3 BA
Sleeps 8

Exceptional! 5/5
(5 reviews)

$200

avg/night

Viewed 40 times in the last 48 hours

Sea Gulls Oceanfront Condo 4th Floor and Heated Pool

2 BR
2 BA
Sleeps 4

Exceptional! 5/5
(16 reviews)

$140

avg/night

Viewed 16 times in the last 48 hours

Super Penthouse - Futura Yacht Club #603

2 BR
2 BA
Sleeps 4

Exceptional! 5/5
(6 reviews)

$161

avg/night

Viewed 41 times in the last 48 hours

Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach

2 BR
2 BA
1 HF BA
Sleeps 6

Exceptional! 5/5
(17 reviews)

$343

avg/night

Viewed 22 times in the last 48 hours

MM88 Best Keys Location Tranquil Wooded Lot Rooftop Stargazing, Fishing, Dining

2 BR
2 BA
Sleeps 8

$96

avg/night

Viewed 29 times in the last 48 hours

Bay Front Home With Magnificent Views

3 BR
3 BA
Sleeps 6

Wonderful! 4.9/5
(30 reviews)

$550

avg/night

Viewed 22 times in the last 48 hours

Beautifully renovated waterfront home with private dock

2 BR
2 BA
Sleeps 8

Exceptional! 5/5
(5 reviews)

$172

avg/night

Viewed 47 times in the last 48 hours

Tropical Paradise in Venetian Shores. Luxury Heated Pool / Spa, 4 Bikes & Kayak

3 BR
2 BA
Sleeps 8

Exceptional! 5/5
(18 reviews)

$375

avg/night

Viewed 29 times in the last 48 hours

Islamorada Luxury Ocean View Townhouse w/private beach & dock

2 BR
2 BA
1 HF BA
Sleeps 6

Wonderful! 4.9/5
(15 reviews)

$236

avg/night

Viewed 9 times in the last 48 hours

Stunning Islamorada Condo

2 BR
2 BA
Sleeps 6

Exceptional! 5/5
(5 reviews)

$257

avg/night

Viewed 22 times in the last 48 hours

Luxury 3 bedroom condo overlooking harbor with ocean view, boat slip, amenities

3 BR
2 BA
1 HF BA
Sleeps 6

Exceptional! 5/5
(6 reviews)

$264

avg/night

Viewed 19 times in the last 48 hours

Last minute summer deals $1400 for week BOOK NOW

2 BR
2 BA
1 HF BA
Sleeps 6

Wonderful! 4.8/5
(12 reviews)

$255

avg/night

Viewed 54 times in the last 48 hours

Discover the Charm of Island Living

2 BR
2 BA
Sleeps 6

Wonderful! 4.8/5
(26 reviews)

$129

avg/night

Viewed 16 times in the last 48 hours

PARADISE FOUND IN ISLAMORADA FLORIDA

3 BR
2 BA
Sleeps 6

Wonderful! 4.8/5
(6 reviews)

$100

avg/night

Viewed 82 times in the last 48 hours

Dream Home in the Keys with Heated Pool Legal Weekly Rental

5 BR
3 BA
Sleeps 12

Wonderful! 4.9/5
(19 reviews)

$445

avg/night

Islamorada (300+)

Recent Islamorada Reviews

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This house was wonderful for my wife and I and our 4 children. We brought our boat and kept it at the convenient dock in the gated community. Our kids loved the pool, sitting on the dock, and boating to the sandbar. Wonderful vacation and cannot wait to go back.

Submitted: Jul 24, 2017
Stayed: Jul 2017

View property

Loved it!

5 of 5

We are a family of five that stayed in Windley cottage for a week in July. We loved Islamorada and the community. The grounds were beautiful, conveniently located and quiet. Linda and Roger were easy to work with and available when needed with a question at check in. We were able to rent a boat slip which was very helpful and located on the property. The community has a condominium feel with common grounds, but has the privacy of a single family home. Pictures were accurate and all was great. Fishing off Alligator Reef was most successful with Yellowtail and Queen snapper. Tuna fishing was plentiful just a bit further out. Afternoon sandbar activities could be had just outside the channel. I recommend this property for anyone looking for a nice and peaceful family vacation. We stayed in Marathon last year, but found Islamorada to offer much more to do by boat with great restaurants we could dock at and the water was much better quality.

Submitted: Jul 23, 2017
Stayed: Jul 2017

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Islamorada (300+)

Recent Islamorada Reviews