Florida - Florida Keys Vacation Rental Getaways

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  • Property Options
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  • Smoking allowed
  • Beach Access
  • Beach Front
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Sort by: Type BR/BA/Sleeps Price

535 Ocean Way Home

Key Largo
This is a very spacious 2,352 sf canal front house accommodating up to 12 guess. It is fully furnish...
Home 3 / 2 / 12

*
Online booking available

Contact
Owner
Directly
For Rates

Sunset Villas Conch Key Open Water 2-Bed Dockage Ramp

Conch Key - Marathon
Sunset Villas on Conch Key offers 1 and 2 bedroom OPEN WATER FRONT accommodations with dockage and u...
Villa 2 / 1 / 4

$159 - $199
Per Night

$995 - $1295
Per Week

2/2 corner unit condo just a mile from Sombrero Beach

Marathon
2/2 second floor corner condo completely renovated with canal view! This cute condo has a serene be...
Condo 2 / 2 / 4

*
Online booking available

$1500 - $2000
Per Week

2 Br, 1 Ba Margaritavilla Beach Cottage In Old Town

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you ...
Cottage 2 / 1 / 6

$290 - $516
Per Week

Sunset Dream Bayside Islamorada sleeps 4-6

Islamorada
Located on the bayside in Beautiful Islamorada this 2Br 1 and half bath condo is on the 4th floor wi...
Condo 2 / 1.5 / 6

Contact
Owner
Directly
For Rates

2 Br, 2 Ba Margaritavilla Beach Cottage In Old Town

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you ...
Cottage 2 / 2 / 6

$350 - $660
Per Night

Tarpon, dolphin, cobia--name your fishing season

Marathon
Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. Thi...
Home 3 / 4.5 / 8

*
Online booking available

$3000 - $4000
Per Week

1 Br Margaritavilla Beach Cottage In Old Town Key West

Key West
IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you...
Cottage 1 / 1 / 2

$240 - $468
Per Night

Tranquility in Paradise - Home with dock - Sugarloaf Key, Fl

Sugarloaf Key
This pet friendly home completed on 2012 has 5 rooms, 3 king size beds, and 4 twins plus a twin sofa...
Home 5 / 3 / 10

Contact
Owner
Directly
For Rates

Key West Found

Key West
KEY WEST FOUND: 2 bedroom, 2.5 bath townhome in the historic brick Foundry building within the Trum...
Home 2 / 2.5 / 6

$250 - $660
Per Night

$1750 - $4620
Per Week

Duval Square Castaway: A condo steps from the action

Key West
In the heart of Old Town, convenient to everything. These newer townhomes are in Duval Square's bric...
Condo 2 / 2.5 / 6

*
Online booking available

$300 - $544
Per Night

$2115 - $4668
Per Week

Southard Street Queen Conch - A Historic compound with la...

Key West
Southard Street Queen Conch - A Historic compound with large sunny pool On a lovely tree-lined resi...
Home 4 / 4 / 14

*
Online booking available

$672 - $1349
Per Night

$4774 - $11680
Per Week

Newly Updated 4Br Home on the Canal - Large Private Dock ...

Key Colony Beach
Newly Updated 4Br Home on the Canal - Large Private Dock & Waterfront Pool Relish in emerald canal ...
Home 4 / 3 / 10

*
Online booking available

$325 - $636
Per Night

$2273 - $4454
Per Week

Lovely Key Colony Beach 3/2 Sfh, pool, 80" deep water doc...

Key Colony Beach
Lovely Key Colony Beach 3/2 Sfh, pool, 80" deep water dockage Absolutely charming, warm and invitin...
Home 3 / 2 / 8

*
Online booking available

$2100 - $3300
Per Week

Enjoy gentle ocean breezes and gorgeous views at Sea Orch...

Key West
Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E) La Brisa beach condomi...
Condo 2 / 2 / 4

*
Online booking available

$210 - $402
Per Night

$1460 - $3528
Per Week

Coral Casita

Key West
Ideal for a family vacation or group of friends looking for a rental on a budget. Located very close...
Home 3 / 3 / 8

$210 - $605
Per Night

$1470 - $4235
Per Week

Ann Street Cottage: A bright and airy home near Duval Street

Key West
Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a ch...
Cottage 1 / 1.5 / 2

*
Online booking available

$200 - $418
Per Night

$1446 - $3618
Per Week

Sip your coffee looking out to a tropical sunrise

Marathon
Picture yourself on a tropical island, half-asleep in a poolside lounge chair of your own private ho...
Home 4 / 3 / 10

*
Online booking available

$4200 - $5800
Per Week

Secluded Luxury 4Br Casa Marina East w/ 50' Pool in reope...

Key West
Secluded Luxury 4Br Casa Marina East w/ 50' Pool in reopened Florida Keys Designed by noted histori...
Home 4 / 4.5 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

Pete's Cottages: Twin Cypress cottages steps from Duval

Key West
This property has it all! The styling of the original shot gun homes of Key West restored with a bea...
Home 4 / 2 / 8

*
Online booking available

$425 - $772
Per Night

$3000 - $6685
Per Week

Waterfront 2Br w/ Huge Loft--Sleeps 10, Great Views

Marathon
Enjoy expansive views of Boot Key Harbor at this waterfront 2BR/2BA (plus loft) duplex in Marathon, ...
Condo 2 / 2 / 10

*
Online booking available

$219 - $451
Per Night

$1536 - $3156
Per Week

True Paradise

Key West
Located in one of the most sought out neighborhoods "The Meadows" this lovely condo has everything y...
Condo 2 / 2 / 4

$220 - $220
Per Night

$1537 - $1537
Per Week

Parrot Perch

Key West
PARROT PERCH: Great location and great value for a great vacation. Parrot Perch is an upstairs 2...
Condo 2 / 2 / 5

$200 - $523
Per Night

$1400 - $3661
Per Week

Green Orchid

Key West
Beautifully restored private cottage located in Old Town Key West. GREEN ORCHID (monthly rental): H...
Cottage 2 / 2.5 / 4

$196 - $196
Per Night

$1375 - $1375
Per Week

A Little Slice Of Paradise

Key West
Townhouse located just steps from the Key West Golf Course Club House and after a round of golf head...
Home 2 / 1.5 / 6

$157 - $157
Per Night

$1099 - $1099
Per Week

 

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