This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Sugarloaf Key Vacation Rentals Show this location only Back to top
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Exclusive, Private Neighborhood in Lower Sugarloaf
3BR/2BA
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Sleeps 6
– Sugarloaf Key #22366
$6000 per month 30 night min stay
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Sugarloaf Open Water Home with Beach, Dock and Swimming Canal
4BR+/4BA
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Sleeps 8
– Sugarloaf Key #436830
$8000 - $10000 per month 28 night min stay
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Unparalleled Surroundings and 180 Degree Ocean Views.
3BR/2BA
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Sleeps 6
– Sugarloaf Key #271794ha
$11200 per month 28 night min stay
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Spectacular Waterfront Paradise
3BR/3BA
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Sleeps 8-10
– Sugarloaf Key #207533
$8,000 - $11,000/mo
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Open Water with Pool!
5BR/3BA
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Sleeps 10
– Sugarloaf Key #447003
$9500.00 Per Month US
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Incredible, Peaceful, Florida Keys Getaway Home
3BR+/2BA
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Sleeps 5-7
– Sugarloaf Key #345763
$2,800 - $3,600/wk
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3 Bedroom Island Home Surrounded by Warm Caribbean Water
3BR/2BA
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Sleeps 6
– Sugarloaf Key #80822
$2250/wk - $6500/mo
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Bayside Beauty
3BR+/2BA
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Sleeps 8
– Sugarloaf Key #247141
From $7200.00/mo. to 10500.00/mo.
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Beachfront Home on Sugar Sand Beach,Tropical,Private and Gated
2BR+/2BA
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Sleeps 2-4
– Sugarloaf Key #133509
$2400- $3300/wk
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Ballyhoo Shores - Open Water Oasis
3BR/2BA
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Sleeps 2-6
– Sugarloaf Key #259329
$6000/mo
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Stunning Sunsets Over Crystal Clear Water in a Family Friendly Setting
2BR+/2BA
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Sleeps 4-8
– Sugarloaf Key #430548
from 8000 to $9000/month
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Open Water Luxury 3/3 Pool
3BR+/3BA
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Sleeps 10
– Sugarloaf Key #43380
$6750- $8500/28 nts
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Oceanfront Home-Gated 5 Acres,New Pool and Spa,Tiki Bar,Dock
3BR/2BA
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Sleeps 6
– Sugarloaf Key #246254
$7560 - $8400 per month 28 night min stay
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Beautiful Sugarloaf Open Water Home with Private Pool & Dock
3BR+/2BA
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Sleeps 8
– Sugarloaf Key #213234
$7000- $9000/mo
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Sweet Views with a Pool, Summer Months Available!!!
3BR/0BA
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Sleeps 2-6
– Sugarloaf Key #457467
Monthly
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Waterfront Paradise with Privacy and Sunshine
4BR/2BA
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Sleeps 8
– Sugarloaf Key #116099
$3500/mo
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Beautiful Pool Home in Sugarloaf Key
3BR/2BA
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Sleeps 6
– Sugarloaf Key #460051
Monthly US
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Elegant Open Water, Boat Dock and Sandy Beach
4BR+/3BA
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Sleeps 8-10
– Sugarloaf Key #210791
$5000- $7000/mo
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Call Now for Discounted Summer Rates for Qualified Tenant!
2BR/1BA
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Sleeps 4
– Sugarloaf Key #391130
$2,100 - $3,000/month
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Sugarloaf Paradise:Pool, Private on Canal/Fish/Swim/Boat Backyard
4BR+/3BA
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Sleeps 8-10
– Sugarloaf Key #347987
From $6250- $7500.
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Bamboo Palms Open Water Home W/ Heated Pool/Hot Tub/Kayaks/Bikes
4BR+/2.5BA
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Sleeps 2-12
– Sugarloaf Key #373204
From $2200- $3200/wk
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Serenity Abounds in Brand New Waterfront Florida Keys Getaway
3BR+/2BA
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Sleeps 6-8
– Sugarloaf Key #393351
From $1,800.00wk- $5,000.00mo
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Vintage Sugarloaf Shores Home on Open Water Corner Lot
3BR+/2BA
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Sleeps 5-8
– Sugarloaf Key #430064
$4900 per month 28 night min stay
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No Longer Available / Spectacular, Huge Open Water Home with Amazing Views!!!
3BR+/2.5BA
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Sleeps 8
– Sugarloaf Key #439552
N/A N/A
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Tranquillity in Paradise 2
5BR+/3BA
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Sleeps 10-12
– Sugarloaf Key #431470
$4,000 to $10,000
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Keys Living at its Best
3BR+/3BA
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Sleeps 6-8
– Sugarloaf Key #254600
$1600-$1800/wk - $4500/mo
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Upscale and Spacious Waterfront Property
2BR/3BA
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Sleeps 4-6
– Sugarloaf Key #370832
From $7100/mo
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Canal Front Ground Level Single Family Rental with Dockage
3BR/3.5BA
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Sleeps 6
– Sugarloaf Key #437013
from $3500 to $4500/month
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Canalfront Home on a Quiet Street, Only Minutes from Key West.
3BR+/3BA
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Sleeps 10
– Sugarloaf Key #334334ha
$1505 per week 7 night min stay
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Spacious Luxury Home with Pool
5BR/5BA
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Sleeps 10
– Sugarloaf Key #368235ha
$6200 per month 31 night min stay
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Spectacular Waterfront Paradise
3BR/3BA
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Sleeps 12
– Sugarloaf Key #214002ha
$250 per night
- Waterfront 3BR Beauty-Kayaks-Sun Porch-Easy Ocean Access 3BR/2BA – Sleeps 8 – Sugarloaf Key #276386ha
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Beautiful Open Water Home with Heated Pool and Hot Tub
5BR/2BA
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Sleeps 10
– Sugarloaf Key #961105ha
$217 - $457 per night
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Exclusive, Private Neighborhood in Lower Sugarloaf
3BR/2BA
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Sleeps 6
– Sugarloaf Key #22366
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Summerland Key Vacation Rentals Show this location only Back to top
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Seas the Keys! Vacation Paradise on Deep Water Flow Through Canal
3BR+/3BA
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Sleeps 6-8
– Summerland Key #436601
$2100 - $2450 per week 7 night min stay
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Open Water View Home with Pool and Spa
3BR/2BA
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Sleeps 6
– Summerland Key #396273
$5,500 MTH
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Private Island, Weekly Luxury Escape's
3BR+/3.5BA
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Sleeps 6
– Summerland Key #438052
Please Call US
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Luxury Eco Friendly Private Island in Florida
4BR/3.5+BA
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Sleeps 10
– Summerland Key #3503655ha
$1500 per night 3 night min stay
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Oceanfront Home-Pool, Dock-Available Weekly or Monthly
3BR+/2BA
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Sleeps 8-10
– Summerland Key #15888
$2,500- $4,500/wk
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"Caribbean Cottage" Ocean Side Pool Boat Dock Sunset Sleeps 8
4BR+/2BA
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Sleeps 8
– Summerland Key #19286
$6500- $7500/mo
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Atlantic Mansion-Estate on Private Paradise Peninsula
4BR/4BA
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Sleeps 8
– Summerland Key #303222
$2950.00- $6000.00
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Your Own, Private Resort; Pool with 3 Waterfalls Near Key West
4BR+/3.5BA
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Sleeps 8
– Summerland Key #334495
Call pricing starting from $5000+
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Canal Front (Deep Water) Tropical Villa
2BR+/2BA
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Sleeps 8
– Summerland Key #155489
$3000- $5000/mth
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Lagoon Keys Paradise at Your Door - Corner Canal Lot End of St
2BR/2BA
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Sleeps 4
– Summerland Key #376262
$4000- 5,000 monthly;
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Summerland Estate
5BR/4BA
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Sleeps 12
– Summerland Key #282258
$3000- $6000/wk
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Private, Estate Like, Oceanside Open Water Home in the Keys!
3BR+/3BA
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Sleeps 6-8
– Summerland Key #217646
$6825- $8400/mo
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Summerland Key-2 Bedrooms Pool-Deep Water Canal; Ocean Access
2BR/2BA
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Sleeps 4
– Summerland Key #376273
$4000- 5000 mo
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Florida Keys, Mile Marker 25
3BR/2BA
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Sleeps 2-6
– Summerland Key #422495
$5000.00 _ $6500.00 per month
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Fabulous Florida Keys
5BR/4.5BA
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Sleeps 10
– Summerland Key #322572
$16,500- $19,500./mo
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New Listing! Waterfront Cottage
3BR/2BA
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Sleeps 7
– Summerland Key #458782
Starting at $1200
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Oceana Estate with Pool and Hot Tub
4BR+/3.5BA
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Sleeps 8-12
– Summerland Key #410747
$715/nt, minimum stay required
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Tropical - Private Deep Water Canal Home
2BR+/2BA
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Sleeps 5
– Summerland Key #151980
$1750 per week 7 night min stay
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Changes in Latitudes -Even Better Than Before with New Changes
4BR/2.5BA
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Sleeps 7
– Summerland Key #5943
$4500- $7500/mo
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Come for the Holidays! Direct Oceanfront Home W/Dock/Ramp
2BR+/2BA
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Sleeps 4-6
– Summerland Key #87007
$3000- 4200/mo
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Paradise Found... a Reel and Diver Retreat!
3BR/3BA
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Sleeps 6
– Summerland Key #196245
$3950- $6100/mo
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Oceanfront Home Endless Sunsets Pool with Deepwater Dockage
3BR/3.5BA
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Sleeps 6
– Summerland Key #307025
$2800- $7900
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Hogfish Hideout
3BR+/2BA
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Sleeps 8
– Summerland Key #418782
$3800 - $4500 US
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Florida Keys Waterfront Cottage W/Pool and Ocean Views
1BR+/1BA
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Sleeps 2-4
– Summerland Key #364224
$2800 per month 28 night min stay
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Air & Sea Cottage on Private Airstrip.
3BR+/2BA
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Sleeps 6-8
– Summerland Key #65059
$1200/wk - $3800/mo
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Summerland Key Oceanfront
3BR+/3BA
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Sleeps 8-10
– Summerland Key #375105
From $5000 to $7000/mo
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Pool, Dock, Sandy Beach, Privacy, Open Water Estate
7BR+/5BA
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Sleeps 12-14
– Summerland Key #257454
$5000- $7000/wk
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Oceanfront Sunsets in the Florida Keys
4BR+/3.5BA
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Sleeps 8-10
– Summerland Key #2032
$8500/mo
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Large Comfortable Home on Great Canal!
4BR/3.5BA
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Sleeps 8-10
– Summerland Key #14840
$3500- $4000/mo
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Summerland Key Bungalow
3BR/2BA
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Sleeps 6
– Summerland Key #253562
$4000/mo
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Large House with Pool. Sleeps 8, Deep Water Canal!
2BR+/2BA
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Sleeps 8
– Summerland Key #106212
$4500 and up monthly
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Direct Oceanfront, Beautiful Inside!
2BR/2BA
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Sleeps 8
– Summerland Key #441508
$2200- $4600 Monthly
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The Flying Hogfish!
3BR/2BA
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Sleeps 6
– Summerland Key #442915
$3500/mo
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Breathtaking Open Waterfront Home, Dock, Open Water & 2 Canals!
2BR+/2.5BA
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Sleeps 8
– Summerland Key #213669
$350 - $365 per night 6-7 night min stay
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'the Pisces House' Oceanside Cottage
1BR+/2BA
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Sleeps 2-4
– Summerland Key #106235
$2600- $3400
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Summerland Key Cottage on Deep Canal with Pool
3BR+/2BA
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Sleeps 6-8
– Summerland Key #90320
4000- 4500/mo
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Oceanfront Home on Summerland Key
4BR/3BA
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Sleeps 9-10
– Summerland Key #249627
$ 2600-$2800/wk - $8500-$9000/mo
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Tropical Deep Water Canal with Beautiful Sunsets, Good Rates
3BR/2BA
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Sleeps 6
– Summerland Key #119467
$3400/mo
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The Royal Retreat House
5BR/3BA
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Sleeps 2-10
– Summerland Key #437161
$500 - $800 per night 5-7 night min stay
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Ocean Front Summerland Home/Keys to Paradise
3BR/2.5BA
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Sleeps 2-6
– Summerland Key #241017
$2500- $7500
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Casita Marina
6BR+/4BA
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Sleeps 10-12
– Summerland Key #256032
$19600 per month 28 night min stay
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Wonderfull Oceanfront Home with Pool & Spa Sunsets Are Unbelievable
3BR+/3BA
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Sleeps 8
– Summerland Key #236175
10,000.00 per month
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Oceanfront Experience You Won't Forget!
3BR+/2.5BA
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Sleeps 8-9
– Summerland Key #211800
$7,000
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Ocean Front Cottage with Pool, (Monthly Only) Awsome Views
2BR+/3BA
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Sleeps 6
– Summerland Key #307503
5000.00
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Old Florida Style Mini-Estate
2BR/1BA
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Sleeps 6
– Summerland Key #443256
$1400 - $1603 per week 7 night min stay
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Fishing and Diving or Relaxing in Paradise!
3BR/2BA
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Sleeps 6-7
– Summerland Key #374931
From $1200/wk - $2900/mo
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Summer Months Available!!!
3BR/2BA
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Sleeps 2-6
– Summerland Key #403469
$4800 a mo
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Cozy & Private Conch Home in Florida Keys Tropical Paradise
3BR/1BA
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Sleeps 2-4
– Summerland Key #406659
$3000.00/mo
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Palm Mansion Fantastic Pool Home on Deep Water Canal in Summerland Key
5BR/3BA
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Sleeps 10-12
– Summerland Key #451644
$3800- $4500 Monthly
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Nature Lover's Retreat
2BR+/2BA
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Sleeps 6-8
– Summerland Key #315985
$1600- $1800/wk Canadian Dollars
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Oceanfront Heaven - 4 / 4 , Sleeps 8, Rates: Low $6,500.00/28 Days - High $8,000
4BR/4BA
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Sleeps 8
– Summerland Key #3552534ha
$267 per night
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Charming Waterfront Home in the Lower Keys
2BR/2BA
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Sleeps 4-6
– Summerland Key #367129
$1400-$1800/wk or $4000-$5000/mo
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Charming and Private
2BR/2BA
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Sleeps 4
– Summerland Key #169213ha
$180 - $286 per night
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Enjoy an Affordable Blissful Keys Getaway!
2BR/2BA
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Sleeps 4
– Summerland Key #271572ha
$2000 - $2500 per month 30 night min stay
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Living on Key West Time
3BR/2BA
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Sleeps 6
– Summerland Key #211102ha
$200 per night 6 night min stay
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Waterfront Beauty: Kayaks, Sun Porch, Dock, Minutes to Bay or Ocean
3BR/2BA
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Sleeps 8
– Summerland Key #248807ha
$150 - $213 per night
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Summerland Seduction - Gated Ocean Front Home Along Millionaires Row!
5BR/4BA
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Sleeps 12
– Summerland Key #3013414ha
$1000 per night
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Caribbean Sunsets - 10 Feet from the Ocean!
3BR+/2BA
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Sleeps 8
– Summerland Key #3012143ha
$571 per night
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4 BR Summerland Key Perfect Getaway
4BR+/2BA
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Sleeps 8-12
– Summerland Key #3013471ha
$133 per night
- Summerland Supreme 7BR/5BA – Sleeps 12 – Summerland Key #3012141ha
- Murphy's Landing 4BR/3.5BA – Sleeps 8 – Summerland Key #102121ha
- Fishing, Diving or Relaxing in Paradise!! 3BR/2BA – Sleeps 7 – Summerland Key #911492ha
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Paradise Views
3BR/3BA
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Sleeps 6
– Summerland Key #3490836ha
$8820 per month 28 night min stay
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Seas the Keys! Vacation Paradise on Deep Water Flow Through Canal
3BR+/3BA
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Sleeps 6-8
– Summerland Key #436601
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Sunshine Key Vacation Rentals Show this location only Back to top
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Cozy Vacation Rental!
2BR/1BA
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Sleeps 6
– Sunshine Key #462977
$220 per night 2 night min stay
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Cozy Vacation Rental!
2BR/1BA
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Sleeps 6
– Sunshine Key #462977
Overview of Lower Keys Area Vacation Rentals
Lower Keys Resorts Are Conveniently Located near All the Major Attractions
There is so much to choose from when you vacation in the Lower Florida Keys, ranging from watersports, unusual museum excursions and miles upon miles of white sandy beaches. For an ideal vacation in Florida, there is no better choice than Lower Keys, Florida house rentals. This distinct Florida Keys lodging provides you with everything you would want in a vacation getaway, such as complete seclusion, amenities and easy access to all of the attractions of the Lower Keys.
Lower Keys Resorts Offer All the Amenities You Want
Lower Keys, Florida house rentals provide everything you could need or want in a tropical vacation setting. Not fond of trekking out to restaurants? Planning to entertain while you are in town? With hotel-style Florida Keys lodging you are left with few options, but that is not the case with rentals at Lower Keys resorts. Choose from a variety of different styles and sizes of rentals to enjoy your vacation the way it should be--the way you want it to be. Amenities include full kitchens and spacious living areas.
Lower Keys, Florida House Rentals near Glorious, Sun-kissed Beaches
The host of activities available in the Florida Keys is second to none. Chances are, as soon as you lay eyes on those sugary white beaches and aquamarine waves you will be anxious to hit the beach. After spending some time on the beach, you may decide to browse one of the many unique shops located near the Lower Key resorts. Be sure to look for shell creations! Of course, you will definitely want to end the day by looking out over the ocean from your Florida Keys lodging choice for a spectacular sunset.
Florida Keys Lodging Is Conveniently near Everything
Lower Keys resorts are your gateways to fun and excitement in southern Florida. Spend the day relaxing on the beach, take a deep sea fishing excursion, browse a museum or shop for something exciting to take home. Your choice of Lower Keys, Florida house rentals provides you with convenient access to everything in the Keys.