Big Pine Key Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Big Pine Key Vacation Homes

The Hammocks at Marathon
Outdoor pool, pool umbrellas, sun loungers

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (98)
"We loved the location of the property and we also loved the entertainment/singer provided by lounge."
The Hammocks at Marathon
Perla Blanca 4 Bed 5 Bath kayaks pool boat dock
Exterior

Perla Blanca 4 Bed 5 Bath kayaks pool boat dock

9.8 out of 10, Exceptional, (48)
"House was spotless, very bright and open! We really enjoyed the pool and even saw a few manatees in the canal! Great location, will be returning next time we’re in the Florida Keys!"
Perla Blanca 4 Bed 5 Bath kayaks pool boat dock
Vacation with attitude!
Fridge, microwave, oven, stovetop

Vacation with attitude!

10.0 out of 10, Exceptional, (7)
"Good location, family friendly, very nice pool and outdoors. "
Vacation with attitude!
Florida Keys vacation home, Family sized and pet friendly home with a pool!
Property grounds

Florida Keys vacation home, Family sized and pet friendly home with a pool!

10.0 out of 10, Exceptional, (19)
"Very clean, welcoming, and just what we needed for our get-away! "
Florida Keys vacation home, Family sized and pet friendly home with a pool!
Old Florida Style, wrap around porch, boat basin for dockage, open water
Property grounds

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (77)
"Very nice place to stay. Quick and efficient communication with host! Seemless check in and check out process. "
The price is CA $413
CA $960 total
includes taxes & fees
Aug 18 - Aug 19
Old Florida Style, wrap around porch, boat basin for dockage, open water
Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW<br>
Outdoor pool, a heated pool

Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW<br>

8.4 out of 10, Very good, (90)
"Well maintained, exceptional location, The management responded immediately to any concern. This was a toughly enjoyable vacation. "
Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW<br>
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Beach nearby

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

8.8 out of 10, Excellent, (86)
"Property was adequate but could use a few updates. The location was great. Easy to get to Key West near good local restaurants and beaches. Would stay again. "
The price is CA $402
CA $947 total
includes taxes & fees
Aug 16 - Aug 17
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
GREAT FAMILY VACATION HOME~Canal-Private Pool~ Dock, Bait Freezer & ICE MACH~
Outdoor pool, a heated pool

GREAT FAMILY VACATION HOME~Canal-Private Pool~ Dock, Bait Freezer & ICE MACH~

10.0 out of 10, Exceptional, (38)
"Great experience. Would definitely rent again!"
GREAT FAMILY VACATION HOME~Canal-Private Pool~ Dock, Bait Freezer & ICE MACH~
Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!
Smart TV

Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!

9.8 out of 10, Exceptional, (71)
"Our stay was amazing, the house had EVERYTHING we needed for our trip. Perfect location, beautiful scenery. Just perfect "
Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!
Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.
Terrace/patio

Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.

10.0 out of 10, Exceptional, (8)
"Comfortable place in a nice neighborhood with a beautiful view"
Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Fridge, microwave, oven, stovetop

Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

9.6 out of 10, Exceptional, (57)
"It was a beautiful home and Francine, our host, was most accommodating."
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!
Terrace/patio

Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!

10.0 out of 10, Exceptional, (4)
"We had an amazing stay at this home in Marathon! The property was clean, comfortable, and perfectly set up for a week on the water. Having our boat right at the dock made it so easy to head out fishing or explore the Keys each day. The location was quiet yet close to everything we needed. Highly recommend for anyone looking for a great boating getaway!"
Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
On the beach

KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts

9.4 out of 10, Exceptional, (80)
"Weather was great! Answered all my questions quickly"
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
Flipper's Lagoon: 4 BR, 3 BA House in Marathon, Sleeps 10
On the beach

Flipper's Lagoon: 4 BR, 3 BA House in Marathon, Sleeps 10

2.5 star property
9.6 out of 10, Exceptional, (12)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful time at the Flipper Lagoon House. The location is perfect. The house is great. We loved the back patio and the tiki hut near the pool. The tiki hut by the water is a fun place to have an appetizer and watch the sunset. The dock...
Flipper's Lagoon: 4 BR, 3 BA House in Marathon, Sleeps 10
Tarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon
Outdoor pool, a heated pool

Tarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon

9.0 out of 10, Wonderful, (27)
"We had a great time fishing off the dock very clean will definitely come back to this place"
Tarpon Lagoon 5 Bedroom 4 Bath with heated pool on crystal clear deep Lagoon
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Fridge, microwave, oven, stovetop

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

9.0 out of 10, Wonderful, (151)
"The place was spacious, very clean and beautiful!"
The price is CA $413
CA $872 total
includes taxes & fees
Aug 14 - Aug 15
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Escape To Marathon in Large 4BR 3BA Canal Front Home Sleep 10 with Heated Pool
Beach nearby, sun loungers, beach towels

Escape To Marathon in Large 4BR 3BA Canal Front Home Sleep 10 with Heated Pool

9.6 out of 10, Exceptional, (88)
"Host was great and helpful! Beautiful location "
Escape To Marathon in Large 4BR 3BA Canal Front Home Sleep 10 with Heated Pool
Latitude 24! Cabana Club access, deep canal, jacuzzi, kayaks, ice machine.
Pool

Latitude 24! Cabana Club access, deep canal, jacuzzi, kayaks, ice machine.

10.0 out of 10, Exceptional, (12)
"Super cute and nicely updated with perfect layout for a family. Lots of space. Great location with easy check-in/out."
Latitude 24! Cabana Club access, deep canal, jacuzzi, kayaks, ice machine.
20 MINUTES TO KEY WEST , BOATERS PARADISE
Exterior

20 MINUTES TO KEY WEST , BOATERS PARADISE

9.4 out of 10, Exceptional, (58)
"Great little spot, location was perfect, house was cozy, and the host was fantastic! The staff at Venture Out were also extremely courteous. Would definitely stay here again. "
20 MINUTES TO KEY WEST , BOATERS PARADISE
New listing in KCB on 11th Street. Perfect for small family vacation home!
Terrace/patio

New listing in KCB on 11th Street. Perfect for small family vacation home!

9.8 out of 10, Exceptional, (9)
"Excellent location with beautiful patio & pool!"
New listing in KCB on 11th Street. Perfect for small family vacation home!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Big Pine Key Hotel Reviews

Hampton Inn Marathon - Florida Keys

Hampton Inn Marathon - Florida Keys

10/10 Excellent
"Emplacement idéal. Hôtel agréable, chambre spacieuse, calme et propre. Ambiance détendue au bord de la piscine. Petit déjeuner varié et délicieux. Personnel à l’écoute et aux petits soins. Je recommande à 100% cet hôtel "
Elodie 2-night trip
Posted 23 hours ago
Hampton Inn Marathon - Florida Keys