Florida Keys, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Florida Keys, Florida on RentalSaver.com!

Florida Keys Rentals

From $861 per night (USD)
VRBO
Key West's Crown Jewel
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Key West's Crown Jewel is a penthouse condominium at 1800 Atlantic Condominium development with two-bedroom, two-bath wi ...
From $861 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Paradise! Discover the pinnacle of luxury at Ocean Pointe, a premier resort nestled in Tavernier, Florida Key ...
From $332 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
** The Marina is repairing all of the canal boat slips currently BUT you can reserve a slip at the marina right there fo ...
From $575 per night (USD)
VRBO
From $520 per night (USD)
Expedia
Beautiful Updated Kawama Townhouse. Marina, boat ramp, lagoon and pools.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This gorgeous 3 bedroom 3 full bath townhouse is located in the tropical neighborhood of Kawama. This unit underwent a f ...
From $520 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Beautiful updated Kawama Townhouse. Two units available. Second unit #1306961.
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This gorgeous 3 bedroom 3 full bath townhouse is located in the tropical neighborhood of Kawama. This unit underwent a ...
From $520 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Manatee Watch | Gorgeous pool, 5 bedrooms, easy ocean access on Big Pine Key
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Discover your dream waterfront getaway on Big Pine Key! This impeccably updated 5-bedroom, 4-bathroom boating home offer ...
From $629 per night (USD)
Expedia
From $268 per night (USD)
VRBO
P23 - New 3 bedroom 2 bath duplex with private pool and deep water dockage.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This all ground level home boasts ease of access inside and out, with an open floor plan and a large, fully equipped kit ...
From $268 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Serene Sunsets Await - Tropical Island Getaway Without The Extensive Travel
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
BOAT SLIP Available for ALL Lobster Seasons..! January 2025 Updates: Unbelievable...! Word to describe the upgrades ...
From $201 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Ground floor no stairs close to everything Atlantic side
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A fisherman's dream boat dock freezers for your catch commercial icemaker fish cleaning station backyard grill fully s ...
From $318 per night (USD)
VRBO
From $617 per night (USD)
Expedia
Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
** The Marina is repairing all of the canal boat slips currently BUT you can reserve a slip at the marina right there ...
From $617 per night (USD)
Expedia
From $839 per night (USD)
VRBO
Villa Jekjak | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy the unobstructed 270-degree ocean view in this newly renovated beachfront residence. Located in the most exclusive ...
From $839 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful & Relaxing 2 bed 2 bath condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a large 2 bed 2 bath condo with a separate living room, kitchen, and private balcony at the Hyatt Resort. It off ...
Click For Pricing
Expedia
From $461 per night (USD)
VRBO
Island Adventure I 4 Bedrooms 4.5 Baths, Pool, Oce
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
VACA-22-75Welcome to Island Adventure: Your Ultimate Florida Keys Retreat*Island Adventure* is the perfect home for fami ...
From $461 per night (USD)
VRBO
From $521 per night (USD)
Expedia
Spectacular Water Front Home! Key Largo, Ocean side, Sea Breeze
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Breathtaking concrete home with 2,200SF A/C and 6,900SF lot, freshly remodeled with elegance having large impact windows ...
From $521 per night (USD)
Expedia
From $686 per night (USD)
VRBO
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located just 2 short blocks from Duval and in the center of downtown, the Southernmost Retreat is a recently renovated a ...
From $686 per night (USD)
VRBO
From $1197 per night (USD)
Expedia
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome aboard the The Thirsty Lady with 3 bedrooms and 3 baths, your own private Sailboat that also includes your Saili ...
From $1197 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Cudjoe Bay Getaway In Paradise
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our house in paradise! This elevated canal house is the fourth property away from Cudjoe Bay and the Atlantic ...
From $235 per night (USD)
VRBO
$Aqua Lodge Houseboat \Calypso\$
From $486 per night (USD)
Expedia
Aqua Lodge Houseboat \"Calypso\"
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
It doesn’t get much more unique than the Aqua Villas at Mangrove Marina. Come experience the adventure of living on the ...
From $486 per night (USD)
Expedia
$Aqua Lodge Houseboat \Captain's Quarters\$
From $441 per night (USD)
VRBO
Aqua Lodge Houseboat \"Captain's Quarters\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to The Aqua Villas at Mangrove Marina Resorts “Captain’s Quarters” houseboat, located between Key Largo and Isla ...
From $441 per night (USD)
VRBO
From $144 per night (USD)
Expedia
Sunsets over the water
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sunset views over the water has this large 1/1 with 1 assigned parking space. Only a few minutes from the Island of Key ...
From $144 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Tarpon Tales | Pet-friendly home with fantastic boating access on Big Pine Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
An angler's dream! Comfy 2 bedroom / 2 bathroom home on a large and lush canalfront property just minutes from the chann ...
From $193 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Casa Playa | 4 bed/2 bath canalfront getaway on Ramrod Key
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Casa Playa, your spacious 4-bedroom, 2-bathroom retreat nestled in the serene beauty of Ramrod Key. This invi ...
From $242 per night (USD)
VRBO
From $226 per night (USD)
VRBO
Key West Beach House with heated pool, tiki, and dock.♿︎
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Key West. Located on this beautiful island 13 miles from downtown is this quaint 2-level beach home. With sle ...
From $226 per night (USD)
VRBO
From $519 per night (USD)
Expedia
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $519 per night (USD)
Expedia
$Aqua Lodge Houseboat \Yellow Tail \$
From $380 per night (USD)
VRBO
Aqua Lodge Houseboat \"Yellow Tail \"
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Are you ready to be adventurous , do something unique and fun? Well, it doesn’t get Yellow Tail houseboat, is a 1 bedro ...
From $380 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Key Largo large 4/3 Waterfront home access to the Bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful New Home on the water in the Florida Keys. Mile marker 103. 4 bedrooms all newly furnished, 3 full bathroom, ...
From $291 per night (USD)
Expedia
From $121 per night (USD)
VRBO
NEWLY RENOVATED Key Largo Beach Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Immerse into this private beach-style cottage that has stunning bay views and is a minute's walk from a private beach. T ...
From $121 per night (USD)
VRBO
From $520 per night (USD)
Expedia
KEY LARGO BRAND NEW HOUSE WITH POOL & DOCKAGE
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to paradise! This home is a new listing to VRBO. If you are looking for a large beautiful home with a pool in a ...
From $520 per night (USD)
Expedia
From $511 per night (USD)
VRBO
**SEAPORT SENSATION @ OLD TOWN VILLAS** Condo & Pool + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! It is not so ...
From $511 per night (USD)
VRBO
From $586 per night (USD)
Expedia
**COASTAL LOVING @ OLD TOWN** Chic 4BR Home & Pool + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! If you’re loo ...
From $586 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Casa Del Mar in Venture Out Unit 253
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
VO253 Open Water Views 35' Dockage Sparkling Clean 2Bd/1Ba Vacation Home! THIS IS ONE OF THE NICEST UNITS IN ALL OF VENT ...
From $278 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Island Adventure I 4 Bedrooms 4.5 Baths, Pool, Oce
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Island Adventure: Your Ultimate Florida Keys Retreat*Island Adventure* is the perfect home for families, fun- ...
From $455 per night (USD)
Expedia
From $669 per night (USD)
VRBO
Flirty Flamingo Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Flirty Flamingo is luxurious and in a prime Key West location. Built in 1998 and meticulously cared for this spacious 3 ...
From $669 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Runaway Bills | 3 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This stylish Conch Home is tucked away on a quiet lane in Old Town Key West. Surrounded by distinctive neighborhoods thi ...
From $322 per night (USD)
Expedia
From $519 per night (USD)
VRBO
Waterfront luxury Villa (29) with sunset views and boat slip
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $519 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Key Largo Treasure – End-Unit w/ Pools, Lagoon, Marina & Ocean Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Key Largo Treasure, your tropical retreat in the heart of the Upper Florida Keys. This charming, two-bedroom, ...
From $234 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Canal front getaway w/ water view & access to the Cabana Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Wave From It All Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $257 per night (USD)
VRBO
From $569 per night (USD)
Expedia
Beautiful Kawama Townhouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Relax with the whole family at this peaceful place to stay. This fully renovated town home is located in Key Largo in ...
From $569 per night (USD)
Expedia
From $599 per night (USD)
VRBO
406 Mariners Club Key Largo | 3 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to this elegant island townhome in Mariner's Club, Key Largo's premier resort. Updated and upgraded! This is a ...
From $599 per night (USD)
VRBO
From $675 per night (USD)
Expedia
411 Mariners Club | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Spend tranquil days on the sun-kissed balcony with ocean views! Cool down with a plunge in the pool then make plans to ...
From $675 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Paradise for Rent (Condo and Private Boat Slip) monthly discount for sept & oct
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
We are happy to answer all questions! Tropical settings, beautiful sunset views, do as much as you want to do. Just lay ...
From $260 per night (USD)
VRBO
From $577 per night (USD)
Expedia
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Thirteen-hundred-fifty square feet of fabulous living space located on the second floor with garden and partial ocean vi ...
From $577 per night (USD)
Expedia
From $765 per night (USD)
VRBO
131 Mariners Club Key Largo | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Spacious and gracious, 4 bedroom, 3 bath, top floor, corner villa with a jaw-dropping view of the resort's harbor and th ...
From $765 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Summer Openings - Last Minute Savings! Deep Water Canal, SwimSpa Pool, Kayaks!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
**If you’re looking for larger accommodations, please view our home on the same canal, VRBO # 2413494** Enjoy total pri ...
From $271 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Summer Month's Just Opened Up!!! Canal Front Pool Home in Summerland Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Atlantic Chateau, is a beautiful 3 bedroom 2 bath house on Cruikshank Island. Cruikshank Island is a peaceful private is ...
From $355 per night (USD)
VRBO
From $348 per night (USD)
Expedia
A Cut Above in Key Colony Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
WELCOME TO A CUT ABOVE- A 5 STAR PROPERTY THAT LIVES UP TO ITS NAME! **** CHECK OUT OUR UPDATED RATES!! ...
From $348 per night (USD)
Expedia
From $463 per night (USD)
VRBO
2 Bedroom 1 Bath Condo at Bayfront Suites & Marina - NO CLEANING FEE
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $463 per night (USD)
VRBO
Click For Pricing
Expedia
Sunset views at the Galleon
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You will be back year after year! Unit features full kitchen with Master King, Guest Twin Beds, and Pull out Sleeper Sof ...
Click For Pricing
Expedia
From $1216 per night (USD)
VRBO
Waterfront 4 Bed, 4-Bath Condo @ Bayfront Suites & Marina - NO CLEANING FEE
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1216 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Upscale Townhome w/ Golf, Garden & Lake Views, Shared Pool, WiFi - Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Tipsy Mermaid at Key West Golf Club Our calendar is updated in real-time & our nightly rates are accurately display ...
From $219 per night (USD)
Expedia
From $572 per night (USD)
VRBO
~HORSE CONCH~ Amazing location with shared pool and covered balcony!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
THE PROPERTY: Enjoy your stay in the tropics at Horse Conch, part of the highly touted "Queen Conch" complex, which incl ...
From $572 per night (USD)
VRBO
From $606 per night (USD)
Expedia
Fall Waterfront Getaway with Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our beautiful 4bdrm/ 3 full bath waterfront home. Relax and relish the tropical waters that surround you in p ...
From $606 per night (USD)
Expedia
Click For Pricing
VRBO
Villa Largo Island Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Indulge in endless sun-soaked delights at this stunning property nestled within one of the most sought-after an ...
Click For Pricing
VRBO
From $1004 per night (USD)
Expedia
Exquisite Key Colony Beach Retreat- 420/430 11th Street KCB
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Have you been dreaming of a sun-soaked Florida Keys getaway with ample space for your whole family? Turn those dreams in ...
From $1004 per night (USD)
Expedia
From $227 per night (USD)
VRBO
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cottage #13 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. SpaciouQuaint, clean, co ...
From $227 per night (USD)
VRBO
$To Paradise \nBook our website fishing & excursions bigdavechartersandtours.com\n$
From $1012 per night (USD)
Expedia
To Paradise \nBook our website fishing & excursions bigdavechartersandtours.com\n
Bedrooms:
1
Bathrooms:
4
Sleeps:
14
Forget your worries in this spacious and serene space. Relax while sitting and watching TV or listening. . to music in ...
From $1012 per night (USD)
Expedia
From $1267 per night (USD)
VRBO
Beach House, Waterfront, Sombrero Beach, Florida Keys Rental, Private Pool, Dock
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
New Listing - Family Reunion Large Vacation Rental 6 bedrooms 5 baths steps to Sombrero Beach. 6 bedrooms (5 King size b ...
From $1267 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Paradise Without A Passport New Home Ocean Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Brand New Home, Brand New Furniture, Sunset and Ocean Views, Outdoor communal Fire Pits, Outdoor Kitchen, Grill, Possibl ...
From $455 per night (USD)
Expedia
From $912 per night (USD)
VRBO
3-Bedroom 3-Bath Condo at Bayfront Suites & Marina - NO CLEANING FEE
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $912 per night (USD)
VRBO
From $1047 per night (USD)
Expedia
Waterfront 4-Bed, 4-Bath Condo at Bayfront Suites & Marina - NO CLEANING FEE
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1047 per night (USD)
Expedia
From $1090 per night (USD)
VRBO
4-Bed 4.5 Bath Condo @ Bayfront Suites - NO CLEANING FEE (Non-Waterfront)
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1090 per night (USD)
VRBO
From $746 per night (USD)
Expedia
3 Bed 3 Bath Condo @ Bayfront Suites - NO CLEANING FEE (Non-Waterfront)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $746 per night (USD)
Expedia
From $1055 per night (USD)
VRBO
4-Bed, 3-Bath Waterfront Condo at Bayfront Suites & Marina - NO CLEANING FEE
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1055 per night (USD)
VRBO
Click For Pricing
Expedia
Oceanfront BEACH HOUSE with DOCKAGE and BOAT LIFT
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a stroll along the dock to watch the rising morning sun, lounge on the dock netting and become entranced by the la ...
Click For Pricing
Expedia
From $1190 per night (USD)
VRBO
4-Bed, 4.5 Bath Condo & Bayfront Suites - NO CLEANING FEE (Non-Waterfront)
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1190 per night (USD)
VRBO
From $771 per night (USD)
Expedia
Waterfront 3-Bedroom Condo at Bayfront Suites & Marina - NO CLEANING FEE
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $771 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Tavernier Oceanfront Resort Condo-Pool, Dockage, Kayaks, Onsite Restaurant & Bar
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly renovated unit with fresh paint, updated cabinets in kitchen and bathroom, new ceiling fans. Updated living room ...
From $288 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Marathon 3BR Canal Home w Pool Spa Combo 55' Dock Free pool heat and chiller
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Mirage Manor has had lots of happy visitors, but needed a bigger and better pool. Construction is now complete and rent ...
From $485 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water ...incredible views. ...
From $219 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Its an enjoyable two bed/bath unit with pleasant view of the marina and 0cean.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your Newly Renovated Oceanfront Vacation Home: In June 2018, the Condo unit had a total renovation including installati ...
From $219 per night (USD)
Expedia
Click For Pricing
VRBO
Fantastic Waterfront Location, Beautiful Ocean Views & Near Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a newly renovated ocean front cottage attached to the main house with private pool and boat docking available. ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Condo 2br/2bath waterfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Situated just off the historic Florida Keys Overseas Highway, The Hammocks at Marathon™ lets you and your family experie ...
Click For Pricing
Expedia
From $203 per night (USD)
VRBO
coral stone
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our apartment offers all the comforts of home, 120 paces to Duval Street - shopping, restaurants and nightlife. Near Hem ...
From $203 per night (USD)
VRBO
From $209 per night (USD)
Expedia
Dog-friendly oceanfront home with private pool, screened porch & outdoor kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Blue Water Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $209 per night (USD)
Expedia
From $612 per night (USD)
VRBO
VIP LUXURY PENTHOUSE SUITE! - OFFERS KEY LARGO'S BEST PANORAMIC OCEAN VIEWS!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Ree ...
From $612 per night (USD)
VRBO
From $640 per night (USD)
Expedia
Gorgeous Gulf-front home with dock, private pool & gas grill
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sunset Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $640 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Spring & summer dates available licensed rental vr #25-0235 NO BOATS
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This is a legally licensed rental in the Village of Islamorada license # vr 131 The entire condo has been updated ...
From $159 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Stunning Views & Modern Comforts at Ocean Pointe 2215
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the heart of the Florida Keys, in the picturesque city of Tavernier, this charming oceanfront condo is your i ...
From $302 per night (USD)
Expedia
From $413 per night (USD)
VRBO
Waterfront luxury Villa (59) with sunset views and boat slip
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This recently renovated and spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom fe ...
From $413 per night (USD)
VRBO
From $868 per night (USD)
Expedia
Bayhouse Home with Beach & Open Water Views! Amazing Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Best kept secret in the Florida Keys! Our many repeat customers and great reviews attest to our gorgeous beachfront prop ...
From $868 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Harbor House in Marathon
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quaint little 2 bedroom 2 bath single family right on Boot Key Harbor! The porch overlooks the harbor where you can sit ...
From $316 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Spotless Fully Renovated Family Home. Free parking WiFi Pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our new fully renovated townhouse hosted by HomeAway Premier Partner Roy Svenningsen. This home is located in ...
From $485 per night (USD)
Expedia
From $727 per night (USD)
VRBO
~Serene Lily~ Luxurious 2 bed, 2.5 bath home in the upscale Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
WEEKLY RENTAL: This property has a 7 night minimum stay. **Beginning January, 2026, Fair Winds will be a MONTHLY (28 ni ...
From $727 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Paradise found at the Key West Golf Club!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We selected the best of everything to create paradise in Key West. Enjoy tropical breezes as you sip your morning coffee ...
From $193 per night (USD)
Expedia
From $634 per night (USD)
VRBO
Fantastic Fall Special Rates.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
City of Key West Business License # 28224 We hope you will enjoy this home where Ernest Hemingway and Jimmy Buffet memo ...
From $634 per night (USD)
VRBO
From $949 per night (USD)
Expedia
Paradise Cove on the Gulf 5 bedroom 3 bath with po
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Vaca-21-484Paradise Cove on The Gulf is a Florida Keys Paradise for Everyone. This is a modern design home with sleek li ...
From $949 per night (USD)
Expedia
From $570 per night (USD)
VRBO
5 Seas Retreat 4 bed 2 bath dock, pool, Sandy Beac
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Sandy Beach a Rarety for the Keys. Gorgeous open water sunset views await you at this fully furnished tropical waterfron ...
From $570 per night (USD)
VRBO
From $539 per night (USD)
Expedia
408 Mariners Club oceanfront | 3 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Sleeps 6 in beds | Maximum occupancy 8 Welcome to Townhouse 408 — a stunning, oceanfront retreat where luxury meets tra ...
From $539 per night (USD)
Expedia
From $1119 per night (USD)
VRBO
Egret House @ Tarpon Point
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Indulge in breathtaking ocean vistas from every living level, complemented by an inviting waterfront pool! The ...
From $1119 per night (USD)
VRBO
From $682 per night (USD)
Expedia
801 Mariners Club Key Largo | 4 Bed, 4 Bath
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This newly renovated townhouse is a refined yet Keysey Key Largo vacation rental (Unit 801) is a 2 story townhouse with ...
From $682 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Lush Gardens-Pool-Jacuzzi-No Contact Check-In
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 bedroom home is located one block from where Tennessee Williams home was located. The home has a true historic fl ...
From $215 per night (USD)
VRBO
Click For Pricing
Expedia
FANTASY WEEK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the laid-back Key West style with a modern, upscale re ...
Click For Pricing
Expedia
From $711 per night (USD)
VRBO
Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the bedroo ...
From $711 per night (USD)
VRBO
From $619 per night (USD)
Expedia
*Newly Renovated Single Family Home w/Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Perfectly situated in KCB w/ up to 50' dockage on a wide and pristine canal that leads easy access to both the Ocean & t ...
From $619 per night (USD)
Expedia
From $821 per night (USD)
VRBO
Waterfront home with Cabana Club access, private pool, spa, & dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Casa de Rosa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $821 per night (USD)
VRBO
From $1057 per night (USD)
Expedia
Historic Old Town Key West - Turtle House, Sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
OVERVIEW The Turtle House is a 100+ year old recently completely renovated “Conch” house. The house can be described as ...
From $1057 per night (USD)
Expedia
$Stunning Ocean View/Sunsets, A true \Gem by the Sea\ great for relaxation & fun$
From $205 per night (USD)
VRBO
Stunning Ocean View/Sunsets, A true \"Gem by the Sea\" great for relaxation & fun
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Beautiful 2 Bedroom, 1 1/2 bathroom Condo with den with a futon, located in Moon Bay located in Key Largo. Property is ...
From $205 per night (USD)
VRBO
From $672 per night (USD)
Expedia
Islamorada Oceanfront Home with Ocean View, Dock, Comm Pool & Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come stay at the Salty Pelican in Angler's Reef! This magnificent home with amazing direct ocean views from the master b ...
From $672 per night (USD)
Expedia
From $408 per night (USD)
VRBO
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VIEWS to live for!! Book this 2 bed 2 baths side for the family or TAKE the entire Duplex & book the 1 bed 1 bath (Pro ...
From $408 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Seaport Walkabout- the best location in town
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Open to annual rental at lower rate Two hundred yards from Schooner Wharf and the seaport and steps from Pepe’s in the ...
From $291 per night (USD)
VRBO

Search Your Destination Now!

Florida Keys Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals