FLORIDA KEYS VACATION RENTALS
Finest Luxury Vacations offers you a variety of hand selected Florida Keys vacation rentals. Choose beach houses, condos and cottages in Key Largo, Key West, Marathon, Islamorada, and more. Florida Luxury Vacation Rentals offers you the opportunity to explore the wonderful keys, a tropical beach paradise from coast to coast.
BOOK YOUR FLORIDA KEYS VACATION RENTALS DIRECT & SAVE!
Direct information is provided to you as a directory. Enjoy browsing through all our wonderful destinations for tropical villas, beach condos, secluded cabins. Don't forget about our exciting All Inclusive Packages, Wedding Destinations, Adult Only Getaways, Dude Ranches and so much more! You have the opportunity to see all we have to offer, so you can contact the provider directly for information, availability, reservations, special deals.
EXCLUSIVE SHOWCASE COLLECTION:
FUN IN THE FLORIDA KEYS and KEY WEST...
Above & BELOW ADVENTURES - Florida Keys Fishing Charters
WHERE ADVENTURE STARTS – FISH FLORIDA'S BEST!
Reel in an Unforgettable Fishing Adventure with Capt. Jose at Above & Below Adventures – Your Go-To for Florida Key’s Best Outdoor Adventures! Discover the best fishing charter in Florida with Above & Below Adventures: Our expert guides, top-quality equipment, and picturesque surroundings guarantee the ultimate fishing experience.
Get ready to experience the trip of a lifetime – from family-friendly outings to thrilling trophy catches, we have the perfect fishing adventure for you!
HISTORIC KEY WEST VACATION RENTALS - EXPLORE KEY WEST
Explore the vibrant charm of Key West with our comprehensive area guide. From sun-soaked beaches and water adventures to iconic festivals and historic landmarks, this island paradise offers something for everyone. Discover the best places to eat, drink, and explore, and stay up-to-date with local events and insider tips.
Whether you’re planning a family vacation, a romantic getaway, or an adventure with friends, our guide is here to help you uncover the magic of Key West. Dive into curated recommendations, expert blogs, and must-see attractions to make your trip unforgettable.
FLORIDA KEYS SHOWCASE PROVIDER...
PLANTATION KEY PROPERTIES...
PLANTATION ADVENTURE
10 Guests | 4 Bedrooms | 3 Bathrooms | Waterfront Vacation Pool Home
Starting at $277 per Night (28 Night Minimum)
“Plantation Adventure” is a sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area!…
brought to you by
“KEYS HOLIDAY RENTALS”
PALM HARBOR
8 Guests | 4 Bedrooms | 3 Bathrooms | Luxurious Waterfront Pool Home
Starting at $500 per Night (28 Night Minimum)
Spacious elegant home with pool and dock. Gently swaying palm trees greet you at the gated entrance to this wonderful home. The ground level entry features a billiard/game room, bedroom and full bath…
brought to you by
“KEYS HOLIDAY RENTALS”
CONCH BAR SOUTH
10 Guests | 4 Bedrooms | 3 Bathrooms | Single Family Home on Wide Canal
Starting at 536 per Night (28 Night Minimum)
“Conch Bar South” is a magnificent home is located at the mouth of a wide canal in Plantation Key and offers phenomenal open water views. The furnishings are new and provide a comfortable and extremely inviting living environment….
RAMROD KEY PROPERTIES...
Bahia Azul
8 Guests | 4 Bedrooms | 2 Bathrooms | Luxurious Waterfront Pool Home
Starting at $7700 per Month
Bahia Azul, “Bay of Blue” is exactly the perfect spot for your next Florida Keys adventure. The open water views are just stunning and spectacular. Its location at the end of the street makes this a very private get-away…
brought to you by
“ACTION KEYS REALTY”
Coral House
6 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Pool Home
Starting at $5900 per Month
The Coral House is a prime destination spot for a great Florida Keys vacation! Conveniently located on Ramrod Key, mile marker 27. Close to all the choice restaurants and services that the Florida Keys have to offer…
brought to you by
“ACTION KEYS REALTY”
Barbados Landing
4 Guests | 2 Bedrooms | 2 Bathrooms | Pet Friendly Waterfront Home
Starting at $5100 per Month
On vacation but right at home in this newly remodeled two-bedroom, two-bathroom canal front home! Your boat will also feel at home on the 30’ dock. Relax on the open porch overlooking the canal or in your spacious, bright and airy living room…
brought to you by
“ACTION KEYS REALTY”
BLUE TRANQUILITY
8 Guests | 3 Bedrooms | 2 Bathrooms | Waterfront Pool Home
Starting at $8000 per Month
Located directly on the ocean side of South Pine channel, which offers wonderful sunrises and moon rises. Kick back and enjoy the balmy breezes on the serene screened in porch. The pool area is totally privacy fenced for sunning and shady hang out areas…
brought to you by
“ACTION KEYS REALTY”
THE FOUR SEAS
4 Guests | 2 Bedrooms | 2 Bathrooms | Charming Waterfront Home
Starting at $4800 per Month
Nestled across from the salt ponds and facing the Indies canal sits the Four Seas, a two bedroom/two-bathroom home on Ramrod Key. This home offers comfortable surroundings from a spacious living room leading to the porch…
brought to you by
“ACTION KEYS REALTY”
SUGARLOAF KEY PROPERTIES...
South Point Shores
6 Guests | 3 Bedrooms | 2 Bathrooms | Spacious Waterfront Vacation Home
Starting at $6200 per Month
This bright, very spacious and inviting, nicely-maintained Sugarloaf Key home is located just 20 minutes north of Key West. Nestled back in a beautifully manicured neighborhood and not far from Sugarloaf Lodge and Marina…
brought to you by
“ACTION KEYS REALTY”
Bow Channel Manor
6 Guests | 3 Bedrooms | 3 Bathrooms | Plantation Style Pool Home
Starting at $6800 per Month
Welcome to Bow Channel Manor and step back in time to Old Florida! You'll find this plantation style home reminiscent of Florida past! Enjoy family-style vacationing on a private 4 acre parcel of land on Upper Sugarloaf Key…
brought to you by
“ACTION KEYS REALTY”
Bay Pointe
6 Guests | 3 Bedrooms | 3 Bathrooms | Secluded Luxury Pool Home
Starting at $5350 per Month
Tropical seclusion and privacy at its very best. This luxury rental consists of 2 full suites. The first floor has a roomy living room, huge screen porch, queen sleeper sofa, bath and bedroom connected by an exterior staircase to the second floor…
brought to you by
“ACTION KEYS REALTY”
SUMMERLAND KEY PROPERTIES...
Cayo Villa
6 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Pet Friendly Pool Home
Starting at $11,000 per Month
You will be absolutely delighted to vacation at this remarkable luxury vacation home on Summerland Key. This multimillion dollar home has only the best to offer. The kitchen is a chef‘s dream…
brought to you by
“ACTION KEYS REALTY”
BLACKBEARD'S ESCAPE
6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Pool Home
Starting at $9700 per Month
Start your vacation in the Keys off right at Blackbeard’s Escape! This unique home has it all. Main living area on first floors is a 2-bedroom 1 bathroom home with gourmet kitchen, lovely finishes and details plus comfy king size beds…
brought to you by
“ACTION KEYS REALTY”
CASA AZZURRA
8 Guests | 4 Bedrooms | 5 Bathrooms | Pet Friendly Luxury Pool Home
Starting at $11,500 per Month
This extraordinary island castle will make you feel like the royal family! With four bedrooms and five bathrooms you will not have to share your space! Start your day boating, fishing or kayaking and then return for a cool dip in the pool!…
brought to you by
“ACTION KEYS REALTY”
Cove Isles
4 Guests | 2 Bedrooms | 2 Bathrooms | Private Pet Friendly Waterfront Home
Starting at $5100 per Month
This Summerland Key vacation home is situated on a private, fully fenced lot, with a tastefully decorated interior with great features such as hardwood floors and a beautifully well-equipped, custom kitchen…
brought to you by
“ACTION KEYS REALTY”
Casa Turquesa
6 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Waterfront Pool Home
Starting at $8000 per Month
Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys…
brought to you by
“ACTION KEYS REALTY”
KEY ISLAND GETAWAY
8 Guests | 4 Bedrooms | 2 Bathrooms | Luxury Beach Pool Home
Starting at $12,500 per Month
This upscale home is complete with 4 bedrooms and 2 baths. Beautifully decorated in a Keysy Island Style. Enjoy the chef’s kitchen to please all your guests. The large screened porch overlooks the crystal clear boating canal and serene blue waters….
brought to you by
“ACTION KEYS REALTY”
Keys Life
6 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Waterfront Pool Home
Starting at $6500 per Month
Come on down to “Keys Life” and enjoy a great Florida Keys vacation. Located in one of the best deep-water boating areas. The crystal blue canals and superb deep-water boating will make your fishing days a dream….
brought to you by
“ACTION KEYS REALTY”
Reel Paradise
6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Waterfront Pool Home
Starting at $8000 per Month
This home is the ideal getaway for the whole family! The interior of the home is super spacious with an updated kitchen that looks out over the canal and large pool. There are three bedrooms, two bathrooms, and a large family area with a big screen television…
brought to you by
“ACTION KEYS REALTY”
Sailfish Manor
6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Pool Home with Water Views
Starting at $10,000 per Month
It will be love at first sight when you arrive at Sailfish Manor on Summerland Key. You will be greeted by a large southern style veranda complete with 4 rocking chairs. The double French doors lead to the expansive living area and up style chef’s kitchen…
brought to you by
“ACTION KEYS REALTY”
Salty Retreat
8 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Waterfront Pool Home
Starting at $11,995 per Month
This home is ‘five stars’ the moment you pull into the paver circular driveway. Sitting on two lots with mature landscaping for privacy while you lay and relax by the heated pool or hangout under the tiki next to the fire pit…
brought to you by
“ACTION KEYS REALTY”
CASA CARIBE
4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Waterfront Home
Starting at $4200 per Month
Welcome to Casa Caribe, a comfortable 2 bed, 2 bath vacation home on Summerland Key. Located on one of the best canals on the island, and conveniently across the canal from the Summerland Marina, this home provides quick boating to the blue water…
brought to you by
“ACTION KEYS REALTY”
OCEAN VIEW OASIS
6 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Waterfront Pool Home
Starting at $13,000 per Month
Welcome to Oceanview Oasis, a most spectacular open water home on Summerland Key. This is a completely remodeled, state of the art, waterfront retreat with new oceanside pool, adjacent spa and screened porches on two levels for outstanding views at every turn…
brought to you by
“ACTION KEYS REALTY”
THE SOUTH HOUSE
10 Guests | 4 Bedrooms | 3 Bathrooms | Luxury Waterfront Pool Home
Starting at $11,000 per Month
The South House is a superb vacation home on Summerland Key. It offers everything you need to make your Florida Keys vacation truly memorable. Come to the Keys and enjoy this special home to have the time of your life…
brought to you by
“ACTION KEYS REALTY”
TROPICAL OASIS
5 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Waterfront Pool Home
Starting at $10,000 per Month
Looking for the perfect getaway for your Florida Keys Vacation? Look no further! Tropical Oasis is just the home for you and your guests with only 23 miles to Key West! You will not regret your stay at Tropical Oasis…
brought to you by
“ACTION KEYS REALTY”
AZUL DAYDREAM
10 Guests | 5 Bedrooms | 3.5 Bathrooms | Luxury Waterfront Pool Home
Starting at $8700 per Month
Daydreamin’ blue in the super-desirable Summerland Cove neighborhood! There is plenty of room for family and friends here, with four bedrooms and a huge open concept kitchen and living room, you won’t ever feel crowded…
brought to you by
“ACTION KEYS REALTY”
BEAU SOLEIL
6 Guests | 2 Bedrooms | 2 Bathrooms | Pet Friendly Pool Home
Starting at $9700 per Month
Beau Soleil is located in the most sought after neighborhood in the Lower Florida Keys, Summerland Cove, on Summerland Key. A gorgeous gem, tucked away in privacy with tropical plants and fruit trees everywhere you turn!…
brought to you by
“ACTION KEYS REALTY”
Bitter End
6 Guests | 3 Bedrooms | 2.5 Bathrooms | Pet Friendly Waterfront Home
Starting at $8500 per Month
This Summerland Key beauty is the one you have been looking for. Located on Summerland Key with superb boating and access to deep water. Just the perfect spot to see sunset views and peaceful water vistas. Feel free to bring your pet along too!!..
brought to you by
“ACTION KEYS REALTY”
CARIBBEAN OASIS
7 Guests | 2 Bedrooms | 2 Bathrooms | Waterfront Pool Home
Starting at $8000 per Month
This is truly an incredible, well-designed, and appointed Summerland Key home! You will love the interior design of this palace, with cathedral ceilings, a sunken living room and a screened, newly tiled lanai. The dock will hold up to a 35’ boat…
brought to you by
“ACTION KEYS REALTY”
Lazy Lagoon
9 Guests | 3 Bedrooms | 2 Bathrooms | Waterfront Pool Home
Starting at $9500 per Month
The exterior of the home is super spacious, with lots of room to dock your boat. Take a dip in your private pool or jump into the crystal clear canal. Also enjoy other amenities like kayaks and paddleboards, and a fish cleaning table with water and electric right at the dock!..
brought to you by
“ACTION KEYS REALTY”
MARGARITA MANOR
8 Guests | 4 Bedrooms | 3 Bathrooms | Waterfront Home with Tiki Hut
Starting at $7500 per Month
The heart of the home is the expansive first floor entertaining space, inviting lively gatherings or laid-back lounging. Step outside to your very own private tiki hut, ideal for sipping margaritas, grilling fresh catch, or unwinding after a long day on the water…
brought to you by
“ACTION KEYS REALTY”
SAN REMO RETREAT
7 Guests | 3 Bedrooms | 2.5 Bathrooms | Pet Friendly Waterfront Home
Starting at $6500 per Month
You will feel right at home in this very comfortable, but not overdone, three bedroom, two and a half bath interior. French doors lead out onto decks space on both levels. The top deck has amazing views all the way to open water!..
brought to you by
“ACTION KEYS REALTY”
SEA NOIR MOMENT
6 Guests | 3 Bedrooms | 2 Bathrooms | Waterfront Pool Home
Starting at $10,500 per Month
Sea Noir Moments! A Lower Keys dream, located in the super popular upscale Summerland Cove neighborhood. This is not your average vacation rental, with a heated pool and spa, ample dockspace for your boat, and a giant screened in porch…
brought to you by
“ACTION KEYS REALTY”
TAVERNIER KEY PROPERTIES...
Island Escape at Ocean Pointe
6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Waterfront Condo
CLICK HERE for Best Rates & Availability
Welcome to Island Escape at Ocean Pointe – No better place for a Florida Keys Getaway than the beautiful Ocean Pointe Suites of Tavernier. You can have a relaxing vacation within the community or as a resting spot between outings exploring the keys!…
brought to you by
“STAR PROPERTIES DESTINATIONS”
Views at Ocean Pointe
6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Condo with a View
CLICK HERE for Best Rates & Availability
Welcome to your ultimate vacation getaway in the sun-soaked Florida Keys! This stunning 2 bedroom, 2 bathroom condo at Ocean Pointe offers the perfect retreat for your vacation. With its prime location, amenities, and breathtaking views…
brought to you by
“STAR PROPERTIES DESTINATIONS”
Reel Stoked
6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Condo with a View
CLICK HERE for Best Rates & Availability
There is no better place for a Florida Keys Getaway. Enjoy the Caribbean feel displayed throughout with warm woods, bright colors, and island decor. Everything you require is here for your stay, all you need to do is pack your suitcase…
brought to you by
“STAR PROPERTIES DESTINATIONS”
Sunset Crush
10 Guests | 4 Bedrooms | 2.5 Bathrooms | Historic Conch House
CLICK HERE for Best Rates & Availability
Sunset crush is a historical conch house that has been lovingly refinished. The open concept kitchen and dining space flows into the living room, looking out the large picture windows to capture those beautiful bay views and priceless sunsets…
brought to you by
“STAR PROPERTIES DESTINATIONS”
Parrot Eyes Upper
4 Guests | 2 Bedrooms | 2 Bathrooms | Waterfront Duplex Pool Home
Starting at $197 per Night (28 Night Minimum)
Come and enjoy you vacation in a beautiful Keys home setting, with Dockage, Pool and Hot tub, This unit has 2 bedrooms upstairs with full kitchen and 2 full bathrooms. The pool area has a tiki bar, the is plenty of room to bring a boat…
brought to you by
“KEYS HOLIDAY RENTALS”
Parrot Eyes Lower
7 Guests | 3 Bedrooms | 2 Bathrooms | Waterfront Duplex Pool Home
Starting at $250 per Night (28 Night Minimum)
Come and enjoy you vacation in a beautiful Keys home setting, with Dockage, Pool and Hot tub. This downstairs unit has 3 bedrooms with 2 full baths and full kitchen. The pool area has a tiki bar, and there is plenty of room to bring a boat…
brought to you by
“KEYS HOLIDAY RENTALS”
Parrot Eyes Full House
12 Guests | 5 Bedrooms | 4 Bathrooms | Waterfront Two Story Pool Home
Starting at $322 per Night (28 Night Minimum)
Come and enjoy you vacation in a beautiful Keys home setting, with Dockage, Pool and Hot tub, The house has 2 bedrooms upstairs with full kitchen and 2 full bathrooms, The downstairs has 3 bedrooms with 2 full baths and full kitchen…
brought to you by
“KEYS HOLIDAY RENTALS”
Manatee Manor
8 Guests | 3 Bedrooms | 2 Bathrooms | Waterfront Pool Home
Starting at $267 per Night (28 Night Minimum)
3 Bedrooms and 2 ½ Baths home with POOL, Dock, and all new furnishings make this your opportunity to experience The Florida Keys at its best. This home promises to be a favorite. Call now to reserve for your holiday…
brought to you by
“KEYS HOLIDAY RENTALS”