Ramrod Key Rentals
From $269 per night (USD)VRBO
Casa Playa | 4 bed/2 bath canalfront getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 4 bed/2 bath canalfront getaway on Ramrod Key The Space: Welcome to Casa Playa, your spacious 4-bedroom, 2 ...
From $269 per night (USD)VRBO
From $263 per night (USD)Expedia
Cayman Cottage | 3 bed/2 bath canalfront home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Great canalfront 3 bed/2 bath boating home on Ramrod Key The Space: Escape to Cayman Cottage, a charming t ...
From $263 per night (USD)Expedia
From $169 per night (USD)VRBO
Lower Keys Home getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 30
This lovely 2 bedroom is close to many popular restaurants and is only 35 min from key west. Very close to several boat ...
From $169 per night (USD)VRBO
From $335 per night (USD)VRBO
Cozy Corner 2A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This family friendly neighbor is peaceful and relaxing, very close to many restaurants and also 35 min from key west. Th ...
From $335 per night (USD)VRBO
Click For PricingVRBO
Charming shared 1-bedroom house with AC and WiFi also has a 37 foot dock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Summerland Beauty located 35 min north of Key West. Many charming restaurants located nearby. Plenty of activities and f ...
Click For PricingVRBO
From $324 per night (USD)Expedia
Kraken's Cove: 4‑bedroom Ramrod Key escape, minutes from open water
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Ramrod Key is calling you to your next adventure at this vibrant and welcoming 4 bedroom island home. Upstairs, the pri ...
From $324 per night (USD)Expedia
From $340 per night (USD)VRBO
New 4 bed 3 bath house on Ramrod Key
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Unwind in Ramrod Key at this fantastic new high end construction house. With four comfortable bedrooms featuring a king, ...
From $340 per night (USD)VRBO
From $550 per night (USD)Expedia
Beach Haven 4bed/2bath open water single family
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Introducing Beach Haven, an exquisite and contemporary 4-bedroom, 2-bathroom single-family residence nestled on the pict ...
From $550 per night (USD)Expedia
From $374 per night (USD)VRBO
Our little slice of paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A beautiful place to escape—your very own fisherman’s dream in the Florida Keys. Open dock space to bring your boat wi ...
From $374 per night (USD)VRBO
From $356 per night (USD)Expedia
Paradise house 3-bedroom house with AC in Summerland Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this charming house in Summerland Key. This phenomenal property boasts 3 bedrooms, including a king bed, quee ...
From $356 per night (USD)Expedia
From $251 per night (USD)VRBO
Peaceful Florida Retreat with Stunning Waterfront Views, Game Room & High-Speed
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Escape to Your Oceanfront Paradise in Ramrod Key, FL Discover the perfect blend of relaxation and adventure at this vib ...
From $251 per night (USD)VRBO
From $289 per night (USD)Expedia
Oceanfront 2 bedroom, Pet friendly on Ramrod Key with screened porch and kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our house in Breezeswept Estates on Ramrod Key. With two cozy bedrooms featuring a queen bed, a bunk bed, and ...
From $289 per night (USD)Expedia
From $487 per night (USD)VRBO
Warm and relax 3-bed 2 bath home in charming Summerland Key minutes from K.West
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Summerland Key house has 3 fully furnish bedrooms, including a king bed, a queen bed, and a Murphy bed. Guests enj ...
From $487 per night (USD)VRBO
From $203 per night (USD)Expedia
Keys Breeze: Ramrod Key Waterfront Home | Heated Pool, Dock & Atlantic & Gulf Access | Dog-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
KEYS BREEZE – WATERFRONT LIVING ON RAMROD KEY County zoning requires a minimum rental period of 28 nights, with no ...
From $203 per night (USD)Expedia
From $160 per night (USD)VRBO
Mangrove Hideaway: 3BR Canal Front Ramrod Key Home w/ Dockage, Gulf + Atlantic Access & Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $160 per night (USD)VRBO
From $582 per night (USD)Expedia
BLUE MARLIN RETREAT- 3 Bedroom / 3 Bathroom With Pool on Canal on Ramrod Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BLUE MARLIN RETREAT - An Exquisite Ramrod Key Sanctuary Welcome to Blue Marlin Manor, a spacious waterfront retreat nes ...
From $582 per night (USD)Expedia
From $229 per night (USD)VRBO
Peaceful Canal Retreat - Private Dock, Tropical Breezes, Relaxing Keys Living
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Docktails & Sunsets — your private waterfront retreat in the heart of the Lower Florida Keys. Perfectly posit ...
From $229 per night (USD)VRBO
From $270 per night (USD)VRBO
Super Cute, Well Maintained 2BR Canal Home in Ramrod Key - Great Boating Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Castaway Cottage, your home away from home in the heart of the Florida Keys! This beautiful 2-bedroom, 2-bath ...
From $270 per night (USD)VRBO
From $314 per night (USD)VRBO
Casa Palma – Canalfront 3BR Home w/ Dock, Pet Friendly, Near Looe Key Reef
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Palma – Canalfront 3BR/2BA Vacation Rental on Ramrod Key, Florida Keys Escape to the Lower Florida Keys and experie ...
From $314 per night (USD)VRBO
From $334 per night (USD)Expedia
Lux Canal Front 4 bedroom - Home w/ Dock, Near Looe Key – Fishing, Diving & Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Diver's Den, a beautiful 4-bedroom, 2-bath canal-front home where comfort, boating, outdoor living, and the l ...
From $334 per night (USD)Expedia
From $189 per night (USD)VRBO
Lower Keys Retreat and Boaters Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy your stay at our beautiful Keys home! With a 60 ft waterfront dock--- only 3 canals from the Atlantic, there is p ...
From $189 per night (USD)VRBO
From $278 per night (USD)VRBO
Waterfront Clean & Tropical Custom Built Home SuperHost
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private 50’ concrete dock - 3/2 on open canal in quiet residential neighborhood on a cul-de-sac. House is on Gulfside wi ...
From $278 per night (USD)VRBO
From $196 per night (USD)VRBO
Looe Key Villa - Beautiful Ocean View - 3 Balconies
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The view is breathtaking. This spacious home is great for 3 couples with 1 master BR with queen & private balcony overlo ...
From $196 per night (USD)VRBO
From $893 per night (USD)VRBO
Beautiful Oceanfront Home on Ramrod Key - Three Lots, Dock & Poolside Tiki Bar
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***We are taking the recommended steps as presented by the Center for Disease Control and Prevention (CDC) for cleaning, ...
From $893 per night (USD)VRBO
From $356 per night (USD)VRBO
Private House Facing the Ocean with Heated Pool/Spa
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open. This is a spaci ...
From $356 per night (USD)VRBO
From $227 per night (USD)Expedia
Boater's Paradise | 170' Waterfront | 30' Dockage | Ramrod Key Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Keys On Jamaica, a waterfront retreat on Ramrod Key offering 170 feet of canal frontage, up to 30 feet of doc ...
From $227 per night (USD)Expedia
From $2451 per night (USD)VRBO
Luxury 6 Bedroom Open Water Estate on Ramrod Key
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to your tropical paradise on Ramrod Key! This stunning 6,888 square foot home showcases exceptional quality in b ...
From $2451 per night (USD)VRBO
From $677 per night (USD)VRBO
Gorgeous 4 bedroom 5 bath pool home with excellent boating
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to 333 Indies Rd! This 4 bedroom 5 and half bath pool home is ready for you to enjoy. Located on a great boating ...
From $677 per night (USD)VRBO
From $197 per night (USD)VRBO
Cozy 2 Bedroom 1 Bath Canal Front Home On Ramrod Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Charming Canal-Front Getaway on Ramrod Key Escape to this cozy 2-bedroom, 1-bath fishing cottage, perfectly situated in ...
From $197 per night (USD)VRBO
From $312 per night (USD)Expedia
Gorgeous 3 Bedroom 2 Bath Canal Front Home With Great Boating
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning 3 bedroom 2 bath home located in Breezeswpt Beach Estates on Ramrod Key. This beautiful home features an open l ...
From $312 per night (USD)Expedia
From $398 per night (USD)VRBO
Keys cottage, oceanfront, dock, fenced backyard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely ocean front updated lower Keys home in Summerland / Ramrod Key, beautiful open water views, spectacular sunrises, ...
From $398 per night (USD)VRBO
From $263 per night (USD)Expedia
L' archipel | Brand new dock!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Canalfront 2 bedroom retreat on Ramrod Key with brand new dock! The Space: Welcome to L’archipel, a charmi ...
From $263 per night (USD)Expedia
From $556 per night (USD)VRBO
Beachfront 3B/3B Fishing Oasis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Relax with the whole family at this peaceful place to stay. The main house boasts a 2B/2B spacious home, and there is a ...
From $556 per night (USD)VRBO
From $350 per night (USD)Expedia
Mermaid House: Heated Pool, Dual Dockage & Outdoor Bar on the Canal
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mermaid House is a renovated second-level home sitting right on a canal corner in Ramrod Key, with 30 feet of dockage on ...
From $350 per night (USD)Expedia
From $323 per night (USD)VRBO
10 minutes away from Bahia Honda and 30 minutes away from Key West
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Outside you will find hammocks to relax in, bikes to check out the area and a dock that will accommodate most type boat. ...
From $323 per night (USD)VRBO
From $645 per night (USD)VRBO
Pool coming soon! Beautiful House on Ramrod Key with boat slip & water access.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The house is very spacious. Large front & back decks. Newer furniture through-out. The house is on a lagoon and you can ...
From $645 per night (USD)VRBO
From $500 per night (USD)VRBO
Villa Lucie | Canalfront pool home, 5 bedrooms
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: 5 bedroom canalfront home with pool & boat lift on Ramrod Key The Space: Welcome to Villa Lucie, your slic ...
From $500 per night (USD)VRBO
From $363 per night (USD)Expedia
Beautiful 3 Bedroom Canal Home in Ramrod Key, FL with Open Water Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Cape Cod South! This comfortable home is located 4 lots from the open water on the Gulf side of Ramrod Key. I ...
From $363 per night (USD)Expedia
From $285 per night (USD)VRBO
Casa Sirena, FL Keys Canalfront 3BD/2BA home offers a small pool & private dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to “Casa Sirena”, a canal-front paradise home nestled in the peaceful lower Florida Keys. Upon entering your ren ...
From $285 per night (USD)VRBO
From $266 per night (USD)Expedia
Gorgeous 3 Bedroom 2 Bath Canal Front Home With Great Boating
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you are looking for a light, bright, and tropical rental home this is it!! This 3 bedroom 2 bath home is beautifully ...
From $266 per night (USD)Expedia
From $172 per night (USD)VRBO
Canal-Front Keys Getaway w/ Dock, Pet-Friendly, Near Looe Key & Key West!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Breezy Keys – Canal front Retreat on Ramrod Key | Pet Friendly w/ Dock, Fire Pit & RV Parking Welcome to Breezy Keys, yo ...
From $172 per night (USD)VRBO
From $254 per night (USD)VRBO
Breezeswept Beach, Waterfront with heated pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located on the ocean side of Ramrod Key, this home offers open water sunrise views, a heated pool, a private sandy beach ...
From $254 per night (USD)VRBO
From $186 per night (USD)VRBO
Relaxation in Paradise - Open Water Canal
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Relaxing in the beautiful Florida Keys, it does not get any better than this! Swimming and snorkeling in the crystal cl ...
From $186 per night (USD)VRBO
From $251 per night (USD)VRBO
Canal Front Home to Dock and lift your boat in Lower Keys Paradise
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This comfortable elegant 3B/3B stilt home offers paradise in the Lower Keys. CAN BE RENTED AS A 4B/4B DETAILS BELOW. ...
From $251 per night (USD)VRBO
Click For PricingVRBO
Cozy keys getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Your home away from home in Ramrod Key with 1 bedroom. This wonderful house is equipped with all the essentials for a co ...
Click For PricingVRBO
From $252 per night (USD)Expedia
Super Cute 2 BR FL Keys Canal Home - Great Boating Access - Little Torch Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Pirates Quay! This newly remodeled 2 bedroom home in Little Torch Key is one of the nicest, most thought-out ...
From $252 per night (USD)Expedia
From $1196 per night (USD)VRBO
Spacious 7-bedroom estate with AC in peaceful Summerland Key
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Your cozy getaway awaits in Summerland Key at this wonderful estate. With seven spacious bedrooms, including four king b ...
From $1196 per night (USD)VRBO
From $260 per night (USD)VRBO
Tropical Charm ~ Lower Keys Waterfront Gem with Dock & 9,000' Lot
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
First time on the market! Plenty of space to relax and enjoy the South East breezes here at "Tropical Charm". Ideal fo ...
From $260 per night (USD)VRBO
From $736 per night (USD)VRBO
Beach Bliss, Oceanfront with pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Bliss has everything you need for a spectacular vacation. The views inside and outside the home are mesmerizing. T ...
From $736 per night (USD)VRBO
From $252 per night (USD)VRBO
Charming 2-Bedroom House on Little Torch Key with Pool and Tiki Bar- 28 DAY MIN.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect getaway in Little Torch Key, Florida! Nestled on a peaceful canal, this charming 2-bedroom, 2-ba ...
From $252 per night (USD)VRBO
From $452 per night (USD)VRBO
Beautiful 3 Bedroom Canal Home in Little Torch Key, FL w/ Great Boating Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to "SUNSET LANDING". Located in one of the best boating areas in the Florida Keys, this beautiful 3 bedroom home ...
From $452 per night (USD)VRBO
From $465 per night (USD)VRBO
Canal Home w/ 60ft Dock | Pool | 3 Min Open Water
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Private canal-front home designed for 27+ day stays, offering a quiet, comfortable alternative to high-turnover vacation ...
From $465 per night (USD)VRBO
From $1168 per night (USD)VRBO
Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to Luxury on Little Torch Key to a beautiful 3 bedroom, 2 bathroom Ocean Front house at mile marker 28.5. Master ...
From $1168 per night (USD)VRBO
From $1177 per night (USD)VRBO
~Reel Em' Inn~ Luxury Oceanfront Summerland Key home with deep water and pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Completely remodeled, high-end Summerland Key home! Meticulously designed vacation property with exquisite furnishings t ...
From $1177 per night (USD)VRBO
From $611 per night (USD)VRBO
Gorgeous 3 Bedroom 2 Bath Open Water Pool Home on Summerland Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous open water 3 bedroom 2 bath pool home on Summerland Key! This completely remodeled home features an open floor ...
From $611 per night (USD)VRBO
From $332 per night (USD)VRBO
Florida Keys Paradise!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for the ultimate vacation experience? Our vacation home has everything you need to relax and have fun. We are lo ...
From $332 per night (USD)VRBO
From $559 per night (USD)VRBO
New 3BR Ocean-Side Home on Little Torch Key, hidden gem - 28 Miles from Key West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
If it’s hidden gems you’re after, Little Torch Key is calling. Tucked away at Mile Marker 28, this quiet island is one o ...
From $559 per night (USD)VRBO
From $288 per night (USD)Expedia
Charming Conch Cottage on deep water canal in Little Torch Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Little Torch Key is waiting for you at this 3-bedroom house. Bring your fishing poles and snorkel gear! This phenomenal ...
From $288 per night (USD)Expedia
Click For PricingVRBO
Unique Waterfront Dome Home with Dock & Pool – Little Torch Key
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Unique Waterfront Dome Home with Dock and Pool – Little Torch Key Welcome to your one-of-a-kind Florida Keys escape. Th ...
Click For PricingVRBO
From $383 per night (USD)Expedia
5-4 house with canal and pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 6
Perfect for large boats or multiple watercrafts! Total 200 ft of dockage: 100ft of dock on the basin side! 18 ft deep! A ...
From $383 per night (USD)Expedia
From $1131 per night (USD)VRBO
Barry Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 200 foot dock for your boat. Exclusive ...
From $1131 per night (USD)VRBO
From $318 per night (USD)VRBO
Paradise in the Lower Keys
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Escape to paradise at this charming cottage in Ramrod Key, Florida Keys. Ideal for families, the proper ...
From $318 per night (USD)VRBO
From $590 per night (USD)VRBO
Ocean Breeze House - Summer fun Sleeps 8 boating, fishing and 🦞 Lobster season.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Ocean Breeze is the largest of our 5 cottages at 1500 square feet. It's perfect for your family vacation, sleeping 7 pe ...
From $590 per night (USD)VRBO
From $404 per night (USD)Expedia
Peaceful ocean front cottage.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This classic keys cottage is tucked among the palm trees on the open water of Niles Channel. Enjoy the breath taking sun ...
From $404 per night (USD)Expedia