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We have partnered with a major provider of vacation rentals, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Florida Keys. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.
Angler's Reef Resort & Villas
4 Bedroom House In Angler's Reef, Includes 31' Boat Slip
Beautiful 4 bedroom, 3.5 bath home for rent in Angler's Reef. This house has a bedroom with a queen bed and an ensuite bathroom downstairs. There is also a half-bath downstairs. The gourmet kitchen has marble counter tops, a wine cooler and a bar. Th ....
4 Bedroom(s)
4 Bath(s) Vacation Rentals - Sleeps 8
Islamorada, FL
Gulf View Suites (421/423 121)
8 bedrooms 6 bath with 2 pools, 2 100-ft docks, Sandy Shore, Kayaks, Gulf Front
Call us for last minute cancellation rates. WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This rental is legal up to 20 people and offers a great option for multi-family vacationing by providing two 4-bedroom homes side-by-side. This gives you 2 kitch ....
8 Bedroom(s)
6 Bath(s) Vacation Rentals - Sleeps 18
Marathon, FL
Ocean Pointe - 2/2 (D) Ocean View Suite
2 Bedroom Tropical Ocean View Suites -Minuets from World Famous John Pennekamp Coral Reef State Park
Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....
2 Bedroom(s)
2 Bath(s) Condo
Tavernier, FL
Ocean Pointe 1407
Beautiful 2 Bedroom Condo with Ocean Views - Ocean Pointe 1407
Enjoy Ocean views and Cool Breezes from your balcony. This beautifully remodeled 2 bedroom 2 bathroom Condo at Ocean Pointe has everything you need for the perfect vacation in The Florida Keys. The Master Bedroom is a tropical getaway and has a walk ....
2 Bedroom(s)
2 Bath(s) Condo
Tavernier, FL
Summer Sea Condominium
Kick Back In Islamorada!
Remodeled 2 Bedroom unit includes air conditioning, private balcony, cable TV, DVD player, full kitchen with cooking utensils, pots & pans, silverware, plates, glasses, microwave, coffee maker, dishwasher, iron, ironing board, blow dryer and refriger ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Islamorada, FL
Fontaine Dr
Scenic, Beautifully Decorated, Newly Remodeled Keys Home w/hot tub, outdoor seating & more!
Peaceful and Scenic Keys Home, Newly Remodeled; Centrally Located on Plantation Key, near grocery stores, Old Tavernier Restaurant, Marinas, Founder's Park, and much more! The peaceful, secluded surroundings make this home the Ultimate Keys Geta ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals
Tavernier, FL
Vacation Home
NEW LISTING Fish all day or Relax by the Pool in our Islamorada/ Tavernier Villa
Located in a secluded canal in Plantation Key/ Islamorada, Florida, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from the balcony or p ....
4 Bedroom(s)
4 Bath(s) Vacation Rentals
Tavernier, FL
Ocean Pointe - 2/2 (D) Partial Ocean View Suite
2 Bedroom Tropical Partial Ocean View Suites - Short Drive to John Pennekamp Coral Reef State Park
Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....
2 Bedroom(s)
2 Bath(s) Condo
Tavernier, FL
Waterfront two Bedroom Paradis
Last Minute Deal In Oct, Amazing Wather Front House
Charming doesn't even begin to describe this modern, tastefully appointed waterfront 2 bedroom 2 bathroom house. Plush bedding, upgraded kitchen and bath, and a breezy terrace perfect for bbq's. This home features a private pool, and dock for a 30f ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals
Tavernier, FL
236 Bonefish Pescayo
Marathon Keys 3 BDR Home w/ Ocean View, Private Pool, Gazebo and more!
3 Bedroom - 236 Bonefish Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation home has all the amenities to make this the most memorable vacation you will ev ....
3 Bedroom(s)
4 Bath(s) Vacation Rentals
Marathon, FL
Calusa Unit 513
A Beautiful 2/1 in Calusa, Key Largo, Florida
We pride ourselves in welcoming seasonal long term guests looking for a cozy unit that will provide great location at an affordable rate. Park Style RV trailer on an inland site, with 2 bedrooms and 1 bathroom. NON-SMOKING unit. Everything is include ....
2 Bedroom(s)
1 Bath(s) Mobile Home - Sleeps 4
Key Largo, FL
Keys Upstairs
*WINTER SPECIAL* 2 BR Waterfront Pool Home
“A Little Slice of Heaven�- waterfront pool home in paradise. This is a 2 unit dream vacation home in Tavernier/Plantation Key, Florida (MM89). Remodeled with newly interior-decorated furnishings. Charming waterfront home with dock, plunge pool, ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 6
Tavernier, FL
85 Lake Shore Drive
Small Bch - Jacuzzi - Kayaks - Boat Dock- Sunset - Row Boat
TROPICAL PRIVATE SETTING! Private Beach Front Home with Private Lagoon. 1 Complimentary Double Kayak 1 Complimentary Single Kayak Dock your boat in the lagoon, swim/snorkel in the beach lagoon or in the bay, watch the breathtaking sunsets from t ....
4 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 9
Key Largo, FL
Kawama Tower Penthouse #503
Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower
Enjoy the panoramic view this tropically decorated, fifth-story unit has to offer of the Atlantic Ocean and the adjacent Wildlife Sanctuary. The unit affords its guests the spectacular sunsets the Florida Keys are famous for, right from your balcony ....
3 Bedroom(s)
2 Bath(s) Condo - Sleeps 8
Key Largo, FL
LOOKOUT POINT
Lookout Point; Private Beach with 30Ft. Private Dock
THERE IS A $250.00 REFUNDABLE SECURITY DEPOSIT ON ALL BOOKINGS, RETURNED 7 - 10 BUSINESS DAYS AFTER DEPARTURE. Welcome to LOOKOUT POINT Enjoy your Own Private Secluded Retreat, Lookout Point....One Bedroom, 40ft. Park Trailer, W/ Three Pull-Outs, ....
3 Bedroom(s)
1 Bath(s) Mobile Home - Sleeps 4
Key Largo, FL
Blue Lagoon
Blue Lagoon @ the Truman Annex
This cheery property located on Southard Street features three bedrooms, one on the first level and two on on the second. There is a lovely kitchen, dining and living room which flows out through two sets of French doors onto the covered rear deck. T ....
3 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 8
Key West, FL
Gulfside Vistas
**GULFSIDE VISTAS @ THE ANNEX** Ocean Penthouse & Pool + LAST KEY SERVICE...
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 GULFSIDE VISTAS, and two spacious ....
2 Bedroom(s)
3 Bath(s) Condo
Key West, FL
Dolphin Oasis
Dolphin Oasis, Waterfront, Heated Pool/Hot Tub, Pet Friendly, 2 Miles to Beach
This 4 bedroom 3 Bath House has ample sleeping options for every type of family/friend gathering and provides parking for several vehicles. The floor plan layout is very balanced; the family room, kitchen, and game / TV room are on the Main Floor and ....
6 Bedroom(s)
5 Bath(s) Vacation Rentals - Sleeps 10
Marathon, FL
Villa La Paloma
Waterfront Luxury Home with An Incredible View on a Full Acre, Free Secured WiFi
28 DAYS MINIMUM STAY, PLEASE SEE THE VIDEO OF PROPERTY, LOCATED AFTER THE AMENITIES. This is a designer built home on a full acre estate with 300' on the water and 80' dock. Drive to dock to load and unload boat. Covered parking. Lush tropical la ....
4 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 8
Key Largo, FL
Duval Roost
The Duval Roost: 2 Bed / 1 Bath in the middle of Duval Street
Snuggled halfway up our island's famous Duval Street and perched above the crowds is this fantastic 2 Bedroom 1 Bathroom condo aptly named, The Duval Roost. Sitting pretty much at the center-point of Duval Street, your vacation will feel like a 'Cho ....
2 Bedroom(s)
1 Bath(s) Condo
Key West, FL
Islamorada's Tropical Paradise
Tropical Paradise in Venetian Shores. Luxury Heated Pool / Spa, 4 Bikes & Kayak
Located in prestigious Venetian Shores Islamorada's premier waterfront community! This home was completely remodeled in 2014/15 so everything is tasteful, high quality, spotless and NEW!! HI SPEED WIFI and NetFlix is INCLUDED! A brand new luxury he ....
3 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 8
Islamorada, FL
Oceanfront Complete Luxury
Upper Keys Exclusive Oceanfront Estate with Swimming Pool and Dockage
OCEANFRONT and Immaculate Condition! Once you arrive at this extraordinary Oceanfront Estate with forever ocean views, you will need to go no further. This is a private resort-like property in an amazing convenient location, minutes to shopping, res ....
5 Bedroom(s)
4 Bath(s) Vacation Rentals - Sleeps 10
Tavernier, FL
Ocean Pointe - 2/2 (I) Ocean View Suite
Tropical 2 Bedroom Ocean View Suites - Short Drive Away from Swim with the Dolphins Attraction
Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....
2 Bedroom(s)
2 Bath(s) Condo
Tavernier, FL
58630 Morton Street
Morton House - Charming 3 Bedroom Bayfront Home in Grassy Key - 58630 Morton St.
Morton House is located on Grassy Key in Marathon, FL. We are a French couple who renovated recently the property. We are now inviting guests to enjoy it. As us, we think that you will love the quietness of a dead end street and the privacy of a ....
3 Bedroom(s)
2 Bath(s) Apartment
Marathon, FL
La Vie En Rose
**LA VIE EN ROSE @ BEACHSIDE** Modern Home / Large Pool + LAST KEY SERVICES...
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 apart'. You'll also be close to th ....
4 Bedroom(s)
4 Bath(s) Vacation Rentals
Key West, FL
Marathon Oasis
Luxury Waterfront Pool Home 75' Dock Direct Ocean Access Fisherman's Paradise
Come relax in our Marathon Oasis...This calm, comfortable and modern updated home is a 2/2 with a great open room floor plan in a quiet neighborhood. If tranquility is what you are looking for...look no further. The home exudes serenity. You can e ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 6
Marathon, FL
Ocean Pointe - 2/2 (E) Ocean View Suite
Tropical 2 Bedroom Ocean View Suites - Short Drive to Shopping, Dining, and Grocery Store
Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....
2 Bedroom(s)
2 Bath(s) Condo
Tavernier, FL
40% off new bookings for fall
GREAT WATERFRONT AND PRIVATE DOCK
OPEN WATER, DOCK, POOL, AND AMAZING SUNSET VIEWS! Large patio and also a covered veranda! This tropical three bedroom, three bathroom home is located directly on the Gulf of Mexico and has a well-appointed, kitchen. There are 3 large king bedrooms, o ....
3 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 6
Marathon, FL
1108 Heron Road
Beautiful Renovated Pool Home in Key Largo - 1108 Heron Rd.
Located in Key Largo at mile marker 95, oceanside, this pool home will really seal the deal. This home has been remodeled, and offering stunning Atlantic views, the home is ideal for a family seeking a combination of camaraderie and privacy. Divided ....
4 Bedroom(s)
3 Bath(s) Vacation Rentals
Key Largo, FL
Doctor's Hideaway
Another day in paradise! Modern Keys home, with access to Gulf and Atlantic
-2017 construction home on a 10,000 sf lot on a 40 foot wide canal. -Please note that there is a 28 day minimum rental period for this property. - Pet friendly for your fur babies. No more then two and 15 lbs and less. There are feeding and water ....
3 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 8
Big Pine Key, FL
Vacation Home
Tropical Paradise at Futura Yacht Club
Futura Yacht Club is a private 70 unit community with a 53 slip marina. Easy access to the ocean through Snake Creek or Tavernier Creek in just 10 minutes to fish, lobster, scuba or snorkel. Is tennis your game? Start your day with an invigorating ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Tavernier, FL
Palm Ave 3/3
Experience the Keys like a Local at this Spacious Canal Front Home with Dock!
This lovely waterfront home is located on mile marker 29, on the ocean side of Big Pine Key. Just 40 minutes from Key West, this hidden gem offers quiet relaxation, while still close enough to enjoy the party atmosphere of Key West! Dock your boat o ....
3 Bedroom(s)
3 Bath(s) Vacation Rentals
Big Pine Key, FL
Ocean Pointe - 1/1 (A) Partial Ocean View Suite
Tropical 1 Bedroom Partial Ocean View Suite - Pool, Dock & Marina - Near all Major Attractions
Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....
1 Bedroom(s)
1 Bath(s) Condo
Tavernier, FL
Bay Harbour D114
Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe - Bay Harbour D114
Beautiful modern luxury unit with 3 bedrooms and 2 full bathrooms, along with a half guest-bath! Plasma TV, VCR and DVD player in the living room. This unit does have Wi-Fi. The Bay Harbour Complex comes complete with two tennis courts, weight room, ....
3 Bedroom(s)
3 Bath(s) Apartment
Islamorada, FL
"JUST OFF DUVAL" ~ Heart of Key West!
"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 j ....
2 Bedroom(s)
1 Bath(s) Condo
Key West, FL
BUCCANEER'S DEN
BUCCANEER'S DEN - Waterfront W/ 20ft. Dock On The Property
NET RATES; NIGHTLY RATE IS $76.00/NIGHT, WEEKLY $530.00, MONTHLY $2,300.00 IF YOU ARE BRINGING A BOAT LET US KNOW PRIOR TO BOOKING 20 FT. MAX. INCLUDING OUTDRIVE. COMMUNITY HAS SMALL BOAT RAMP, PLEASE DISCUSS BOAT SIZE IN ADVANCE PRIOR TO MAKING ....
2 Bedroom(s)
1 Bath(s) Mobile Home - Sleeps 4
KEY LARGO, FL
Time To Fish
Fisherman's Paradise in the Heart of Big Pine Key Deer Reserve
This waterfront vacation home is located in a quiet nature reserve, surrounded by several open undeveloped lots for extra privacy. 3 bedroom, 2 bath home with screen porch, and plenty of outdoor living area underneath. Master bedroom features king b ....
3 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 6
Big Pine Key, FL
Dolphin Bay
Dolphin Bay: 2 BR, 2 BA House in Saddlebunch Key, Sleeps 6
Ocean view home with kayak near beaches, parks, shops & restaurants! Fresh ocean air, soft sands, and bright sunshine await you at this home in the Florida Keys! You and your loved ones can take in the tropics in peace and comfort, while still being ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals
Key West, FL
Reel NV
2/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!
Terrific Key getaway for rent!! Newly remodeled 2 Bedroom 2 full bath canal front home with 50 feet of dock. Located in desirable Doctor's Arm neighborhood, this house is just around the corner from the famous No Name Pub on Big Pine Key. Quick idle ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 6
Big Pine Key, FL
Captain D's Hideout
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. ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 6
Big Pine Key, FL
Key West Kokomo Condo Rental
Ocean Front with Ocean View. Across from Smathers beach. Sleeps 5, 2/2 baths.
"Kokomo" is what we have named our unit. It is a 2 bedroom 2 baths with queen sleeper sofa in living room . Central AC in unit, clean unit, living/dinning is open concept. Master bedroom with a king bed, with private bathroom and access to balcony. W ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Key West, FL
Mariner's Club
Mariner's Club's Villa 324 - 2+ Bedroom Elevated Villa Featuring an Ocean View
Watching the sunrise is no fun when you're preparing yourself for a day of work, but from our private balcony overlooking the Atlantic Ocean it's more than just enchanting. The Mariner's Club's villa 324 features quality, tropically-themed furnishing ....
4 Bedroom(s)
3 Bath(s) Condo - Sleeps 8
Key Largo, FL
Dream Escape at Anglers Reef in Islamorada
Dream Escape at Anglers Reef in Islamorada
2 Bedroom and 2.5 Bath Villa, in Anglers Reef. An upscale gated community with resort living in the Florida Keys. Everything you need for your vacation is here,: gorgeous private beach, heated resort style pool, private back yard terrace with barbe ....
3 Bedroom(s)
3 Bath(s) Vacation Rentals
Islamorada, FL
SIPP
Dolphins * Sunsets * Jacuzzi * 4 Kayaks * Directly on the Bay * Dockage
BEAUTIFUL SUNSETS and DOLPHINS!!! Vacation Rental Permit #17304367 Conch House located on Tarpon Basin (BAY) right next door to DOLPHINS PLUS BAYSIDE. Fishermen, Boaters and Water Sports Enthusiasts Dream Property! Catch Mangrove Snapper right in ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 6
Key Largo, FL
Tarpon Harbor
**Tarpon Harbor** Ocean Front, Pool, Dock 4 Bed 5.5 Bath Gated Luxurious Home
Tarpon Harbor is a beautiful, luxury, oceanfront estate in the quaint little ocean side town of Tavernier. There are 3 bedrooms in the main house and an efficiency bedroom above the garage. Gated, heated pool, dock, hot tub........and a breathless, u ....
4 Bedroom(s)
6 Bath(s) Vacation Rentals
Tavernier, FL
Pelican Landing Dominica Retreat
Pelican Landing Dominica Retreat
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. No Birthday Bachelor or Bach ....
2 Bedroom(s)
2 Bath(s) Condo
Key West, FL
Vacation Home
NEW RENTAL! Venetian Shores waterfront dream with pool and plenty of dockage.
This Venetian Shores pool home has 4,209 sq. ft. of living to spread out and enjoy your Keys vacation. This includes 2 living levels, with 2 bedrooms/1 bath on the first level and 3 bedrooms/2 baths on the second floor. Beautiful living room, update ....
5 Bedroom(s)
3 Bath(s) Vacation Rentals
Islamorada, FL
Angler's Reef
Oceanside Resort Home for the best getaway in luxurious Angler's Reef!
Our house is located in Islamorada, FL, the fishing capital of the world. Our single-family, Key-style home is located in an exclusive gated community of 50 island homes called Angler's Reef. The community includes a beautiful oceanfront pool, a priv ....
2 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 4
Islamorada, FL
Sound Drive 3/3
Seaside Retreat with Direct Ocean Views, Private, Sandy Beach, Pool & Boat Basin with Ramp
*** Owner is highly motivated to rent! Contact us to inquire about your stay *** Live like a local at this private oasis on mile marker 103 in the Keys. Enjoy your private pool and private beach, or soak up the rays on your own sandy sun deck, ....
3 Bedroom(s)
3 Bath(s) Vacation Rentals
Key Largo, FL
Executive Bay Club
Executive Bay Club unit V4 Islamorada,FL
SERVICE ANIMALS are OK, otherwise NO PETS ALLOWED 30 Day Minimum Stays 2 Bedroom, 1.5 Bathroom townhome located in Islamorada, FL. Driving distance is only 90 minutes from Miami International Airport. Centrally located within the complex to tennis ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 10
Islamorada, FL
Ocean Harbour K-21
Beautiful 3 Bedroom Condo with Ocean Views - Ocean Harbor K-21
Located in Islamorada, Florida Keys, Ocean Harbour is our beautiful and luxurious home away from home surrounded by the tropical beauty of the Florida Keys. The location is in the perfect proximity for visiting Key West & Miami. With its exceptional ....
3 Bedroom(s)
2 Bath(s) Condo
Tavernier, FL
Paradise at Tavernier Key
Home in Tavernier Key Florida (House and surrounding area was not affe
Ocean Front modern home perfectly situated on the Bay side. Located on a deep water canal that offers all sorts of enjoyment the Keys has to offer. Just 100 yard kayak paddle from the bay and some of the fishing and recreational activities around. (H ....
6 Bedroom(s)
4 Bath(s) Vacation Rentals - Sleeps 12
Tavernier, FL
Aquamarine Delight on the Ocean C333
Aquamarine Delight on the Ocean C333: 2 BR, 2 BA Condominium in Key West, Sleeps 4
Enjoy ocean views from this bright and airy 3rd floor unit. This newly renovated unit comes fully equipped with attention to your every need. King bed in the master and queen bed in the guest room will make your stay comfortable. This unit comes c ....
2 Bedroom(s)
2 Bath(s) Condo
Key West, FL
~CASA AZUL~
~CASA AZUL~ Brand new construction, deep water canal with pool!!!
OPEN WATER VIEWS FROM ALL ANGLES AND BALCONIES! Meticulously designed Keys home with exquisite furnishings throughout home, quartz counter tops and top of the line stainless steel appliances. This brand-new home has a lovely open & entertaining feel ....
4 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 13
Big Pine Key, FL
172 North Coconut Palm Boulevard
Beautiful Canalfront Home with Great Backyard Oasis - 172 N. Coconut Palm
Get ready to enjoy your Islamorada Vacation in this beautiful deep water canal home! Located at Mile Marker 90 in Plantation Key Colony, this 3 bedroom, 3 bath home has it all. Upstairs has 2 bedrooms, two baths, beautiful open kitchen and family r ....
3 Bedroom(s)
3 Bath(s) Vacation Rentals
Tavernier, FL
Fun In The Sun
Fun in the Sun @ the Truman Annex
This stately 2 bedroom townhouse in the President's Walk area of Porter Lane is furnished with tropical and luxury decor, and is loaded with amenities such as TV's in each bedroom. The community is located in the Truman Annex Complex which is located ....
2 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 6
Key West, FL
Sandy Beach
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 ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 6
Big Pine Key, FL
Ocean Pointe - 2/2 (A) Partial Ocean View Suite
Tropical 2 Bedroom Partial Ocean View Suites - Pool, Dock & Marina - Near all Major Attractions
Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....
2 Bedroom(s)
2 Bath(s) Condo
Tavernier, FL
Vacation Home
Welcome to Casa Del Mar
Welcome to "Casa Del Mar" 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 al ....
3 Bedroom(s)
2 Bath(s) Vacation Rentals
Big Pine Key, FL
BP Pool Getaway
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 ....
3 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 6
Big Pine Key, FL
Seagulls #403
Great 1 Bedroom Condo with Ocean Views - SeaGulls #403
Relax in this beautifully furnished 1 bedroom 1 bath condo at Seagulls Condominium. Located at Mile Marker 90 on the Ocean Side, Seagulls #403 has a lot to offer: Undercover Parking for one Car, Pool, Tennis, Gym, WiFi, Newly Renovated Kitchen, an ....
1 Bedroom(s)
1 Bath(s) Apartment
Tavernier, FL
Vacation Home
Five ☆☆☆☆☆ Pool home! Paradise found!
Spacious custom waterfall pool home with 60 feet of dockage and large tiki to entertain with marble floors. House features a wrap around balcony on the 2nd floor. Completely remodeled and upgraded bayside waterfront canal property house with lagoon f ....
3 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 6
Key Largo, FL
Sunrise on Tropical Bay
Recently remodeled 4 bedroom
Remodeled Ocean front with Boating and a POOL . This 4 bedroom, 3 1/2 bath, fully-furnished home is right on Bogie Channel on Big Pine Key. It has full ocean access and the time you spend exploring the Lower Key’s back country will be time you will ....
4 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 8
Big Pine Key, FL
Tropical Caribbean Wonderland
Tropical Caribbean Wonderland
Note: This is a new unit the other RV from the reviews was damaged by Irma and this is the NEW replacement unit it is AWESOME..!!! We are located in a beautiful RV wooded park, with endangered Key Deer everywhere you look. We have a nice Pool and cl ....
2 Bedroom(s)
1 Bath(s) Recreational Vehicle - Sleeps 4
Big Pine Key, FL
Shipyard 199
Paradise Found 2 Bedroom Condo with a Shared Pool Completely Renovated
Completely renovated, 7 night minimum rental. This condo has everything you want and more. Paradise is definitely found in this Non-Smoking, first floor end unit condo only two short blocks off of "happening" Duval Street in Old Town Key West. Locate ....
2 Bedroom(s)
1 Bath(s) Condo
Key West, FL
Vacation Home
Pirates Playground - Waterfront Villa on Duck Key!
There is no better option for your next Florida retreat than this fantastic Marathon vacation rental townhouse on Pirate's Playground at Hawks Cay community. Boasting 2-bedrooms, 2-bathrooms and accommodations for 6, this elegant townhouse boasts wat ....
2 Bedroom(s)
2 Bath(s) Villa
Marathon, FL
La Jolla Resort
3 Bedroom Private Oceanfront House - Bahia
Nestled in the tropical setting of La Jolla Resort in Islamorada, Florida, this 3 bedroom private oceanfront house overlooks the bay, with unparalleled privacy and nearly 2 acres of tropical trees, private boat docks and some of the best unobstructed ....
3 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 8
Islamorada, FL
Indigo Reef
Indigo Reef Resort, Villa 56 with Complimentary Dockage - Good Times and Tan Lines
Whatever your vacation's activities entail, you'll want to finish the day off with us in villa 56; 3 bedrooms and 2.5 baths ensure the entire families comfort and privacy without throwing your budget out! Villa 56 features the classic Florida Keys' f ....
3 Bedroom(s)
3 Bath(s) Townhome - Sleeps 6
Marathon, FL
Pelican Cove
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 s ....
3 Bedroom(s)
3 Bath(s) Mobile Home - Sleeps 6
Big Pine Key, FL
Casa Del Mar
Welcome to Casa Del Mar
Welcome to "Casa Del Mar" 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 , pool on deck. You can enjoy stunning oceanfront views from almost ever ....
3 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 12
Big Pine Key, FL
Coral Lagoon ~ Island Escape 3
A Marathon Florida Keys Vacation Rental at The Coral Lagoon Resort.
Please note that this home is located approximately one mile away in the sister community to Indigo Reef called Coral Lagoon, and is NOT in Indigo Reef Coral Lagoon Vacation Rental homes, located at Mile Marker (MM) 53, midway between Key Largo and ....
1 Bedroom(s)
1 Bath(s) Apartment - Sleeps 3
Marathon, FL
The Maloney
The Maloney // A Historic Luxury Apartment
History + Luxury. The Maloney offers a unique experience for the discerning traveler visiting our iconic island city. The perfect complement of historic architecture and modern upgrades, creates an authentic luxury experience. Woven throughout this ....
2 Bedroom(s)
2 Bath(s) Apartment - Sleeps 6
Key West, FL
DREAM MAKER at 1800 ATLANTIC
NEWLY RENOVATED ...LAST MINUTE SPECIALS...CHECK DATES
THIS IS DREAM MAKER...THE ONE YOU HAVE BEEN SEARCHING FOR 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 ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Key West, FL
Kawama Yatch Club
Elegant Vacation Rental with lake and beach access close to all mayor attraction
Wakeup in the morning with a cup of hot coffee or tea sit on the front terrace and look at the magnificent view of the lake from the first flor or just relax in the master bedroom, look at the extraordinary view from your room. Walk a few step from ....
2 Bedroom(s)
2 Bath(s) Townhome - Sleeps 4
Key Largo, FL
Ocean Pointe Suites- Official
Official Listing- Ocean Pointe Suites 2/2 Condo w/ Private Beach, Pool, and Cafe
Come unwind in one of our tropically inspired two bedroom fully equipped suites. Secluded yet close to the many attractions that Key Largo and Islamorada has to offer. Our ocean front resort boasts a private beach, marina, junior Olympic size pool, h ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Tavernier, FL
"VILLA AZUL" ~ Perfect Location!
"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.  FURNISH ....
2 Bedroom(s)
2 Bath(s) Condo
Key West, FL
Indigo Reef
Indigo Reef Resort, Villa 22 with Complimentary Dockage - SEAS the Day
Ready for the ultimate Keys getaway? Don't hesitate because the Indigo Reef resort's villa 22 offers only the best of amenities to perfect this once in a lifetime vacation. The privacy and space ensures you'll be able to enjoy the Keys' lifestyle wit ....
3 Bedroom(s)
3 Bath(s) Townhome - Sleeps 6
Marathon, FL
120 Point Pleasant Dr.
Breathtaking Bayfront Home in Key Largo - 120 Point Pleasant
A hidden gem in the heart of Key Largo. A gorgeous, ground level home with breathtaking views of the Florida Bay. This state of the art home has 2 bedrooms, 1 bathroom and panoramic bayfront views from almost every room in the house. With 36 feet of ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals
Key Largo, FL
Anglers Retreat Crystal Waters C429
@March 2020 $7750 plus fees Anglers Retreat open @@
Welcome to our paradise please enjoy our modern 1400 square foot 2 bedroom 2 bathroom totally renovated condo. This condo is one of the nicest you will find in the complex. There is music available in every room even the master bathroom. We have thou ....
2 Bedroom(s)
2 Bath(s) Condo
Key West, FL
Seaside Sanctuary
Seaside Sanctuary ~ Newly Built Luxury Private Pool Home
Need a relaxing vacation to the Florida Keys? We have the perfect home for you! Seaside Sanctuary is a newly built 3 bedroom 2 bath single family home. Elegantly decorated with Tommy Bahama Inspired interior. You will feel right at home with the ext ....
3 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 6
Marathon, FL
Vacation Home
Piece of Paradise!!!
Enjoy Ocean views and Cool Breezes from your balcony. Remodeled 2/2 has everything you nee!. The Master is a tropical getaway and has a walk in shower. The 2nd room has 2 twin beds. If you need additional sleeping space, the living room has a brand ....
3 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Tavernier, FL
Lemon Key Cottage
Waterfront Sgl Family Pool Home:60' Dock: Direct Ocean Access:Kayaks:Ocean
Lemon Key Cottage Welcome home… Thanks to Hurricane Irma, we now have a beautiful newly renovated home! We've spent over $150K on a complete restoration and modernization. (check out the new pics) Lemon Key Cottage is absolutely stunning with n ....
2 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 6
Marathon, FL
Vacation Home
Perfect Home for a get away! Private homeowners beach, enjoy Islamorada.
Perfect home for a get away! Home is located in Islamorada. 3 bedroom 3 bath gorgeous private homeowners beach and private dock, close to the best restaurants, and sight seeing. Peaceful, quiet and relaxing! Just what is needed to take your mind off ....
3 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 6
Islamorada, FL
Queen Emma*
Queen Emma @ the Truman Annex*
This beautifully finished and decorated four bedroom, three bath home has classic Key West architecture and is located on a charming tree lined street in Truman Annex. The custom designed two story home has an open floor plan on the main level with ....
4 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 8
Key West, FL
Archipelago II
Archipelago ll @ the Truman Annex
This newer renovation is a gorgeous 2 bedroom, 2.5 bath townhouse. The kitchen and baths are new and living room, dining area, and back patio are all updated and beautiful. The bedrooms have a queen size bed and 2 twin beds that can be converted to a ....
2 Bedroom(s)
3 Bath(s) Vacation Rentals - Sleeps 6
Key West, FL
Vacation Home
Galleon Resort Efficiency in Old Town
This efficiency is located on the 5th floor of the Galleon Resort. One of only two efficiencies with both a king size bed and a balcony (resort view). This unit has a brand new kitchenette featuring new wood cabinets, granite countertop and new sta ....
1 Bedroom(s)
1 Bath(s) Studio - Sleeps 2
Key West, FL
Luxury Beauty Ocean view Pool
Million $$ Gated Luxury Ocean View Pool Beauty
This fantastic luxury Million $$ 5 Bedroom gated home is in beautiful Marathon. This fantastic community is one the most unique places in the world. You can bring your boat or rent kayaks and explore the gem clear waters that are the home of a endles ....
5 Bedroom(s)
4 Bath(s) Vacation Rentals - Sleeps 10
Marathon, FL
132 Atlantic Lane
Beautifully Renovated 2 Bedroom Oceanfront Home - 132 Columbus
Looking for your next Home away from Home? You can not go wrong in this recently renovated 2 bedroom and 2 bath canal home in Lower Matecumbe at the 76 Mile Marker. This home has everything you need for your next get-away in Islamorada. Only one pr ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals
Islamorada, FL
Big Pine Oasis
Explore the Keys! Canal Front Property - Beautiful Sunsets
Conveniently located 10 miles from Bahia Honda State Park, 26 miles from Key West, 17 miles from Marathon, washer and dryer, dishwasher, microwave and oven/stove, direct tv, BBQ grill, outdoor shower, 2 car parking, in a quiet safe neighborhood. 52' ....
2 Bedroom(s)
2 Bath(s) Vacation Rentals - Sleeps 4
Big Pine Key, FL
Find a Great Selection of Florida Keys & Key West Vacation Rentals
We have partnered with a major provider of vacation rentals, directly through FloridaKeysPlacesToStay.com. There are many apartments to choose from, and we now have the selection and value to offer our visitors going to Florida Keys FL.
book directly online to save! Choose from rentals with Wi-Fi, Pool, Oceanview, Beachfront and other amenities we have to offer for Florida Keys