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Florida Vacation Rentals by Owner

Key West & Lower Florida Keys Vacation Rentals

Book Your Lower Keys Vacation Rentals Directly Online Here and Save!

Browse Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer in Lower Keys, Florida.

We have partnered with a major provider for Vacation Rentals by Owner, directly through Florida Vacation Rental Homes. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Florida.


Big Pine Key House

Vacation Rental - Big Pine Key House

Mickey and Lynn's House of Windows . Secluded two story above garage corner lot gives you a panoramic views of water and near by park. Key deer frequent the property on this lovely sanctuary. Over a hundred feet of dock space and cleaning table. Secluded but convenient, located close to variety of grocery stores, marinas and only 31 miles to Key West. Bedrooms: 3 Bathrooms: 3 Sle....

3 Bedrooms 3 Baths - Sleeps 8
Big Pine Key, FL

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Big Pine Key House

Prime Time 2 - Big Pine Key House

Prime Time 2 - Charming Canal Front Duplex, Quick Trip to South Pine Channel And Atlantic or Gulf. Welcome to Prime Time 2! This charming waterfront duplex is located on Big Pine Key and offers quick open water access and a relaxing environment. Plenty of seawall for your boat and it's a short boat ride to world class fishing. Relax in the screened porch while reading a book or enjoying your favorite beverage! There's plenty to do in the Keys,....

3 Bedrooms 1 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

Cedar Cottage - Big Pine Key House

2 bedroom accommodation in Big Pine Key. This newly remodeled 2 bed/2 bath home in Big Pine Key's Eden Pines neighborhood is the ideal place for your laidback Florida Keys vacation! Nestled in the quiet Key Deer Refuge on Big Pine Key, this home features a gorgeous, well-equipped kitchen with brand-new stainless appliances and tons of storage. Charming decor with warm wood floors. Brand-n....

2 Bedrooms 2 Baths - Sleeps 4
Big Pine Key, FL

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Big Pine Key House

Fishermen's Paradise - Big Pine Key House

Fishermen`s Paradise. Newly remodeled and with a brand-new dock, this spacious three-bedroom, four-bathroom home has a fantastic pool and amazing open-water views from every vantage point. Nestled in the backcountry on Big Pine, you'll enjoy the modern conveniences of this 2,000-square-foot elevated home while reveling in the natural areas surrounding it. The newly reb....

3 Bedrooms 4 Baths - Sleeps 8
Big Pine Key, FL

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Big Pine Key House

Prime Time - Big Pine Key House

Prime Time - Tropically Themed Canal Front Duplex On Big Pine Key, Quick Access To Atlantic or Gulf. Welcome to Prime Time! This lovely canal front duplex is located on Big Pine Key and offers a fun, tropical vibe and open water access. Dock your boat along the sea wall and enjoy fantastic fishing only minutes away. Relax on the screened porch while enjoying your morning coffee or favorite cocktail as the boats go by! There's plenty to do in the ....

3 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

Tropical Beauty - Big Pine Key House

Special Tropical Beauty 3 BR Retreat -Pool-Dock-Tiki Hut. Saturday - Saturday Monthly Rental Open Lobster Dates July 1-31 or Aug 1-31 (No breaking months) This keys heated pool retreat is tucked away in a fantastic tropical paradise at Port Pine Heights, Big Pine Key. This lovely waterfront home has it all. This fantastic community is one of the most unique places in the world . The gem like waters are ....

3 Bedrooms 2 Baths - Sleeps 7
Big Pine Key, FL

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Big Pine Key House

Captain D's Hideout - Big Pine Key House

Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve. Beautiful, well maintained canal front home at the end of Big Pine Key. Surrounded by the Key Deer National Refuge. Wake up to Key Deer in your back yard. Only 30 miles from Key West and Duval Street. Concrete, step-down dock. Bring your boat. Great fishing and Diving. Bahia Honda Beach close by. Comfortably sleeps 6 plus two full sized sof....

2 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

Vacation Rental - Big Pine Key House

PARADISE IN YOUR HANDS. Beautiful clean and spacious home. Relax on your deck or take your boat out, canal goes out to the gulf or ocean to do some fishing or just water sports activities. Deer life all around. Mile marker 38 on Deer Key habitat and wildlife around. Great fishing, and enjoy all festivals with the locals. Great restaurants just a few minutes away. Ke....

2 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

Key Getaway ( BPK445 ) - Big Pine Key House

Keys Getaway. This spacious two-story Canal Front Home is located in Pine Channel Estate and offers fantastic boating access to some of the best fishing and diving/snorkeling spots in the Lower Keys. Tropical living at its best. The large screened porch is overlooking the canal. Master bedroom and loft sleeping area are on the second floor and have a queen bed ....

4 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

Hidden Paradise - Big Pine Key House

3 bedroom accommodation in Big Pine Key. You'll relish your Florida Keys stay in this stilted canalfront home with ground-level guest suite, laundry and storage. There's a spacious, fully equipped kitchen with stainless steel appliances and an office setup for all your telecommuting needs. There are two queen bedrooms and two full bathrooms in the main floor, as well as a daybed with trun....

3 Bedrooms 3 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

Big Pine Latitude Adjustment - Big Pine Key House

Big Pine Latitude Adjustment. Location location location! Room for the whole family in this gorgeous 5 bedroom 3 bath pool home on Big Pine Key. Home is basically all brand new, 100% remodeled floor to ceiling. Sleeps 10. Lounge out at the deep water pool which stays cool in the summer & heater is available for an additional charge in the winter. Over 200’ of concrete dock....

5 Bedrooms 3 Baths - Sleeps 10
Big Pine Key, FL

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Big Pine Key House

Manatee Watch - Big Pine Key House

4 bedroom accommodation in Big Pine Key. Brand new four-bedroom, three-bathroom boating home just four houses in from Pine Channel on the oceanside of Big Pine Key. There's a new concrete dock for your big boat and convenient steps into the water for swimming or paddle sports. There are 2 queen bedrooms and 2 full bathrooms on the main living floor and 2 huge queen bedrooms with a shared ....

4 Bedrooms 3 Baths - Sleeps 10
Big Pine Key, FL

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Big Pine Key House

BP 3827 Dyer Rd - Big Pine Key House

SPECIAL TROPICAL POOL GETAWAY. This keys pool retreat is tucked away in a fantastic tropical paradise at Port Pine Heights, Big Pine Key. This lovely waterfront pool home has it all. This fantastic community is one of the most unique places in the world . This gated home sets on a huge property with plenty of room for your boats, trailers and cars. Neatly furnished you have the....

3 Bedrooms 2 Baths - Sleeps 8
Big Pine Key, FL

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Big Pine Key House

Casa Del Mar 305 5251254 - Big Pine Key House

Welcome to Casa Del Mar 305 5251254. Welcome to "Casa Del Mar" 305 5251254 a brand new mid-century modern home in Paradise! This home is a monthly vacation rental that must be rented for 28 days or greater. Quiet neighborhood , 3BR/2BA pool on deck. You can enjoy stunning oceanfront views from almost every room. For boaters ,fishermen and outdoors men feel free to use the 75 foot c....

3 Bedrooms 2 Baths - Sleeps 12
Big Pine Key, FL

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Big Pine Key House

Big Pine Key House - Big Pine Key House

Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise! . Beautiful, newly redone home directly on the water, perfect for boating with easy access to Atlantic or Gulf. Canalside docking for your boat. Amazing sunrises on the private porch deck. New furniture. This home offers a wonderful opportunity for relaxation & enjoyment of many water sports and activities in the beautiful, tropical FL Keys. Kayaks,....

4 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

BP Pool Getaway - Big Pine Key House

Tropical Waterfront Pool Getaway. This keys pool getaway is tucked away in a fantastic tropical paradise at Port Pine Heights, Big Pine Key. This lovely waterfront home has it all. This fantastic community is one of the most unique places in the world. The gem like waters is the home of an almost endless variety of fish and marine life. In minutes you can explore the fantastic back....

3 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

Bogie Cottage - Big Pine Key House

2 bedroom accommodation in Big Pine Key. Great spot for boaters! Newly remodeled and nicely appointed 2 bedroom/2 bath canalfront home on Big Pine Key. Everything you need for your time in paradise! There's a queen bed in the master and two twins with a king conversion kit in the 2nd bedroom. Good-sized closets. Flat screens in the living room and both bedrooms. The kitchen has everything....

2 Bedrooms 2 Baths - Sleeps 4
Big Pine Key, FL

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Big Pine Key House

Prince's Keys Serenity - Big Pine Key House

Prince`s Keys Serenity. Beautifully remodeled, impeccably decorated and spacious ground-level home in the Tropical Bay neighborhood on the north side of Big Pine Key. Situated on a manicured triple lot at the end of a boating canal, it offers the perfect amount of social distance for your Florida Keys winter getaway.  This rental is only available November through April....

3 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key Mobile home

Pelican Cove - Big Pine Key Mobile home

Keys paradise hidden gem. Only 30 miles from Key West. Relax Relax Relax!. Located just 5 miles from Bahia Honda park rated top 5 beaches in the nation Located just 30 miles from famous Key West. Near Looe Key one of the worlds most beautiful snorling reefs. Enjoy the Key deer as they frequently come through this spacious sized private lot. New Big Pine Key recreational park with water views only 3 blocks away. Property h....

3 Bedrooms 3 Baths - Sleeps 4
Big Pine Key, FL

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Big Pine Key House

Natural Serenity - Big Pine Key House

2 bedroom accommodation in Big Pine Key. Enjoy uninterrupted natural vistas from this gorgeous home in one of the Lower Keys' best boating neighborhoods, Pine Channel Estates. This stilted canalfront home with ample concrete dockage on a clean, deep canal is just a few houses in from the channel and just 30 miles from Key West. There are no neighbors across the canal, just trees and key d....

2 Bedrooms 2 Baths - Sleeps 4
Big Pine Key, FL

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Big Pine Key House

Sandy Beach - Big Pine Key House

Best Lower Keys Beachfront House and Dock on Florida Straits. Located directly on the Atlantic, this secluded home fronts one of the few natural sand beaches in the Florida Keys. The 165 foot long wooden dock has chickee for shade at the end. Sit and enjoy the sea breezes, watch the moon rise, or gaze out over the Florida Straits---you can almost see Cuba! Fish for the grand slam on the flats: tarpon/boneLsh/....

2 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

Waterfront Home in The Keys! - Big Pine Key House

Waterfront Home in The Fabulous Florida Keys!. PEAK A BOO BAY VIEWS & QUICK ACCESS TO THE OPEN WATERS; GULF & OCEAN. We’d like to share our home with you. It’s a very spacious and clean 2 bedrooms, 2 bath home with an over sized master bdrm & bath. Cathedral ceiling in spacious living room that includes a queen size sleep sofa. Home is bright & airy. Wide, open covered deck with wrap aroun....

3 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

Big Pine Escape in Doctors Arm - Big Pine Key House

Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm. The property has direct access to the Atlantic Ocean or the Gulf in minutes, providing some of the finest bluewater fishing coupled with backwater bonefish and permit fishing rivaled to none. The Loe Key National Park, famous for it's crystal clear water, brilliant tropical fish and live coral is only 4 miles off Big PIne Key, great for diving or ....

2 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Big Pine Key House

Keys Living - Big Pine Key House

Nice 3 Bedroom / 2 Bath Canal Home in Big Pine Key. Florida "Keys Living", the way it should be!! Located in Doctor`s Arm, a very nice and quiet neighborhood. This 3 Bedroom / 2 Bathroom home that sleeps up to 8, is comfy, cozy and delightful. The fully-equipped kitchen is a pleasure to cook in for your family. A wrap-around upstairs deck and a screened-in porch just off the Dining Room, gives plen....

3 Bedrooms 2 Baths - Sleeps 6
Big Pine Key, FL

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Book Your Lower Keys Vacation Rentals Directly Online Here and Save!

Browse Vacation Rentals, Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer in Lower Keys, Florida.

We have partnered with a major provider for Vacation Rentals by Owner, directly through Florida Vacation Rental Homes. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Florida.


Key West House

Blue Pelican - Key West House

Blue Pelican - Comes With 6 Passenger Gas Golf Cart. Beautiful, BRAND NEW open floor plan, custom décor, private pool, gas golf cart, and ALL the amenities! KITCHEN Modern chef’s kitchen, with large island seating overlooking the beautifully appointed dining, living area, and sparkling pool. Fully stocked to the nines with chef’s quality appliances and cooking tools, as well as coordinating....

4 Bedrooms 3 Baths - Sleeps 8
Key West, FL

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Key West Guest house

Grand Bahama Suite - Key West Guest house

Grand Bahama Suite one block of Famous Duval Street. The Bahama House is located in Historic Old Town and was built Cirra 1862. An abundance of Dade County Pine and Island Charm have been preserved while bringing you the latest in comfort and convenience. Be prepared to come to know the true meaning of Island Time! For the Grand Bahama all guests must be 25+. Just steps away from shops, restaurants....

3 Bedrooms 2 Baths - Sleeps 8
Key West, FL

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Key West Condo

Island Escape in Truman Annex - Key West Condo

Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex. This lovely Island Escape Condo is a upper level condo located in the Truman Annex Shipyard a luxury gated community. Not just another rental property! Location is everything.!!! Our favorite room is the spacious covered deck that opens up from living room with ceiling fans, tropical foliage, dining/sitting for 4. The Living/Dining area has couch,....

1 Bedrooms 1 Baths - Sleeps 2
Key West, FL

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Key West House

Bahama Brilliant - Key West House

**BAHAMA BRILLIANT @ THE BEACH** Colorful Private Home & Pool + LAST KEY SERVICE. FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals booked after July 15, 2020 are 100% Refundable until 21 days prior to your arrival! A true island treasure, BAHAMA BRILLIANT captures the essence and beauty of living in the Caribbean. Located just two blocks from Higgs Beach, this modern home was built to a high standard and decorated in vibrant co....

3 Bedrooms 3 Baths - Sleeps 7
Key West, FL

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Key West Townhome

Colors of the Keys - Key West Townhome

**COLORS OF THE KEYS @ THE FOUNDRY** Villa Near Duval & Beach + LAST KEY SERVICE. FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals booked after July 15, 2020 are 100% Refundable until 21 days prior to your arrival! COLORS OF THE KEYS is a bright and vibrant townhome that embodies Key West’s colorful & tropical spirit. Located within Truman Annex, Key West's most exclusive gated community, this home is within walking dista....

2 Bedrooms 3 Baths - Sleeps 6
Key West, FL

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Key West Condo

Smooth Sailing - Key West Condo

**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES... FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals booked after July 15, 2020 are 100% Refundable until 21 days prior to your arrival! SMOOTH SAILING has been meticulously furnished with a modern coastal feel, and the only beauty that competes with the interior is the spectacular views from your private oceanfront balcony. You'll be able to enjoy qu....

2 Bedrooms 2 Baths - Sleeps 6
Key West, FL

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Key West Condo

"JUST OFF DUVAL" ~ Heart of Key West! - Key West Condo

"JUST OFF DUVAL" ~ Charming Condo in Center of Duval St. with Parking Space!. STEPS TO DUVAL ST… Take advantage of this premier opportunity to indulge in all your desired Key West bucket list items at this crisp condo centered in the heartbeat of Duval St. Located in the upbeat and lively district of Key West, this home is just steps to high end art galleries, museums, The Southernmost Point of the U.S. and all best nightl....

2 Bedrooms 1 Baths - Sleeps 4
Key West, FL

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Key West Condo

DREAM MAKER at 1800 ATLANTIC - Key West Condo

NEWLY RENOVATED ...LAST MINUTE SPECIALS...CHECK DATES. PROFESSIONAL CLEANING PER CDC GUIDELINES BEFORE & AFTER EACH STAY Let us help make your dreams come true: Enjoy your tranquil view of the deep blue Ocean and sparkling salt water pool within our tropical garden.....There is nothing like it...anywhere. You don't have to spend a fortune to enjoy a spacious, clean and comfortable Key West condo. En....

2 Bedrooms 2 Baths - Sleeps 6
Key West, FL

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Key West Apartment

Suite Blu - Key West Apartment

Suite Blu - A monthly rental apartment in a great location. Location, location, location! Situated in the heart of the Cuban district, steps from arguably the best 'con leche' in Key West. This monthly rental is minutes from everything on the island. No cars are necessary, bikes and beach chairs are provided. This property will meet all of the demands a vacationer might have. Other amenities include a vaul....

1 Bedrooms 1 Baths - Sleeps 2
Key West, FL

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Key West Condo

Gulfside Vistas - Key West Condo

**GULFSIDE VISTAS @ THE ANNEX** Ocean Penthouse & Pool + LAST KEY SERVICE.... FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals booked after July 15, 2020 are 100% Refundable until 21 days prior to your arrival! GULFSIDE VISTAS is a beautiful penthouse condo and is the perfect place to spend your stay in Key West, with panoramic views of the Gulf and cruise ships as they dock nearby. You'll have ocean views on three sides of....

2 Bedrooms 3 Baths - Sleeps 6
Key West, FL

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Key West House

La Vie En Rose - Key West House

**LA VIE EN ROSE @ BEACHSIDE** Modern Home / Large Pool + LAST KEY SERVICES.... FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals booked after July 15, 2020 are 100% Refundable until 21 days prior to your arrival! LA VIE EN ROSE is a classic mid-century modern home set in the Beachside district of Key West, just a couple blocks from Smathers Beach on Rose Street. As the lyrics to that sweet love song go, you'll be in 'a world ....

4 Bedrooms 4 Baths - Sleeps 10
Key West, FL

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Key West Condo

"VILLA AZUL" ~ Perfect Location! - Key West Condo

"VILLA AZUL" ~ Beautiful Unit Located in Truman Annex - Walk to all the Fun!. COMFORT AND VALUE IN OLD TOWN…. This second floor two bedroom condo is located in The Shipyard, a Truman Annex neighborhood.  You will enjoy being in the heart of Old Town Key West with food and fun just a short walk or bike ride away.   FURNISHINGS…. The Villa Azul offers an open floor plan with comfortable furnishings fitting of Island lif....

2 Bedrooms 2 Baths - Sleeps 4
Key West, FL

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