Search Vacation Homes in Big Pine Key

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Big Pine Key

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (102)
"Was a wonderful stay! The pool is very nice, and very clean room "
The Hammocks at Marathon

Perla Blanca – 4 BR, 5 BA Oasis w/ Pool, hot tub, dock, kayaks near beach.

9.8 out of 10, Exceptional, (49)
"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 BR, 5 BA Oasis w/ Pool, hot tub, dock, kayaks near beach.

✨️ Ocean access w/Dock, 4 bed/4 bath. Inquire for any special requests ✨️

✨️ Ocean access w/Dock, 4 bed/4 bath. Inquire for any special requests ✨️

Finest location in Coral Lagoon. End unit with bay views and boat slip!

9.6 out of 10, Exceptional, (184)
"Great place to stay, amazing location, great hosts!"
Finest location in Coral Lagoon. End unit with bay views and boat slip!

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

8.8 out of 10, Excellent, (30)
"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

Sandal Escape: 6BR Canal Front Oasis w/ Heated Pool, Dog-Friendly, Dockage & Fast Atlantic Access

9.8 out of 10, Exceptional, (17)
"2 familys, plenty of room and everything we needed. Great host communications. Would definitely stay again "
Sandal Escape: 6BR Canal Front Oasis w/ Heated Pool, Dog-Friendly, Dockage & Fast Atlantic Access

TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

9.4 out of 10, Exceptional, (26)
"My friends and i enjoyed our stay. Easy access to multiple restaurants and grocery items store. The place was clean and had everything we needed. The pool and hot tub were great."
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis

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

9.4 out of 10, Exceptional, (80)
"This place was clean, quiet, safe, & family friendly. The locals were kind and welcoming. I would totally recommend this property to anybody wanting to visit the Keys! Also, it is centrally located so it is real easy to do a day trip/afternoon excursion in either direction."
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts

Waterfront Oasis with Boat Dock & Pool!

9.4 out of 10, Exceptional, (74)
"Spacious house, great pool, terrific location, lots to do in the area for all ages. Very different from other parts of Florida that I have been to. Lovely little beach a short walk away called Sunset Beach. Everyone of all ages shows up with a drink and/or snack and gets to listen to the Marathon singers and watch a the sunset."
Waterfront Oasis with Boat Dock & Pool!

🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

9.2 out of 10, Wonderful, (48)
"A wonderful vacation rental. The house was very clean on arrival. Kitchen was fully equipped. The dock was a dream for taking the boat out everyday. We enjoyed the pool in the afternoons. Each bedroom has an en suite bathroom which is ideal in a vacation rental. I would recommend and we will most likely try to book again next year. "
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets

Newly Renovated 4BR/3BA Home in Marathon with Private Pool, Jetted Tub, and 40' Canal Dockage

Newly Renovated 4BR/3BA Home in Marathon with Private Pool, Jetted Tub, and 40' Canal Dockage

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

10.0 out of 10, Exceptional, (9)
"Comfortable place in a nice neighborhood with a beautiful view"
Charming 55' Waterfront Paradise, Fishers Dream, Bring Your Boat & Enjoy.

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

9.4 out of 10, Exceptional, (72)
"Property was great for our group. 2 miles to grocery stores. Pool was great! Used the bikes and had a great time here. "
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa

10.0 out of 10, Exceptional, (26)
"We had a family with 3 generations and there was something for everyone. We had an amazing week of fun and relaxation. "
MILLION DOLLAR VIEW very private 4 bedroom resort with pool, pier, kayaks, spa

A Tropical Luxury Getaway, Your own private resort!!

10.0 out of 10, Exceptional, (38)
"The house and pool were very nice."
A Tropical Luxury Getaway, Your own private resort!!

CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!

9.8 out of 10, Exceptional, (119)
"Everything went smoothly from checking in to checking out. Place was very clean and nicely decorated. Kitchen supplied well with dishes, utensils, pots and pans. A/C was nice a cold. The outside was like a little slice of heaven for us. We couldn’t have been any more pleased with our choice."
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!

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

8.4 out of 10, Very Good, (92)
"Loved our stay! All was clean and comfortable. House had all we needed and husband fished off the dock everyday and went kayaking. Quiet neighborhood- just perfect. Hope to come back again!"
Manatee Bay , Pool table, Jacuzzi, Pool, Kayaks, REDUCED RATES AVAIL NOW<br>

Tropical Seahorse at Coral Lagoon ~ Waterfront Villa w Resort Pool & Slip

9.4 out of 10, Exceptional, (57)
"Great place"
Tropical Seahorse at Coral Lagoon ~ Waterfront Villa w Resort Pool & Slip

Mini lobster available! Open Water View from porch , dock, bikes, kayaks

9.8 out of 10, Exceptional, (123)
"We loved having our own space for a boat. Great location."
Mini lobster available! Open Water View from porch , dock, bikes, kayaks

WAHOO! come be our guest. Walk to the Beach!-Family resort style House.

10.0 out of 10, Exceptional, (28)
"We enjoyed our stay. The house and pool was perfect. The location was perfect. We took our boat and it was perfect spot. Will definitely be back!!! "
WAHOO! come be our guest. Walk to the Beach!-Family resort style House.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Big Pine Key Hotel Reviews