Vacation Rentals & Apartments in Big Pine Key

Updating...

More filters (1)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Fax machine
Pool or snooker table
Table tennis
Games room
Shared outdoor pool (heated)
Clothes dryer
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Fridge
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Staffed property
Microwave
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

See all

Less

Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

See all

Less

Water sports
Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Horse riding
Fishing
Golf course on site or within 15 min walk
Waterfront
Golf within 30mins drive
Lakefront

See all

Less

37 apartments

Sort by:

Charming Elevated Waterfront Home

Big Pine Key house

1 bedroom
1 bathroom

sleeps 4

Match: Water sports

All filters match

Price per night from

$172

Lower Keys Retreat.....

Big Pine Key house

3 bedrooms
3 bathrooms

sleeps 8

Match: Water sports

All filters match

Price per night from

$252

Sharkys Island Paradise

Big Pine Key house

5 bedrooms
3 bathrooms

sleeps 12

Match: Water sports

All filters match

Price per night from

$258

Water's Edge

Big Pine Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: Water sports

All filters match

Price per night from

$170

Great rentals within 20 miles that match your search

Fandango

Cudjoe Key house

5 bedrooms
3 bathrooms

sleeps 14

Match: Water sports

All filters match

Price per night from

$621

OCEANFRONT LUXURY "Mar Azul"

Marathon house

3 bedrooms
3 bathrooms

sleeps 7

Match: Water sports

All filters match

Price per night from

$500

OUTSTANDING Oceanfront House with Pool and Deep water dockage!!

Marathon house

4 bedrooms
3 bathrooms

sleeps 10

“Marathon house” A great house with an awesome ocean view! The house was very clean and the kitchen was well stocked with all we needed. We especially looked the pool area and boat dock. It accommodated our 38 ft fishing boat we brought with no problems. I would highly recommend this rental

Match: Water sports

All filters match

Price per night from

$1,145

500 Ocean - Tropical Florida Keys Vacation Home

Marathon house

2 bedrooms
2 bathrooms

sleeps 6

“Zen Oasis with a Dock” Loved 500 Ocean. Quiet, Local, Relaxed. Great location, Good fishing and amenities for the boat ( tons of dock space, bait freezer, fish cleaning station) You have to watch that canal though it's super shallow (as in barely 2 feet most of the way). Everything is the house was nice and comfortable. Coconut Chuck was super helpful with our stay and provided a lot of information ahead of time!

Responds fast! avg. 2 hours 56 minutes

Match: Water sports

All filters match

Price per night from

$327

Waterfront Cozy Cottage with Boat Ramp and Dock!

Little Torch Key cottage

2 bedrooms
1 bathroom

sleeps 6

Match: Water sports

All filters match

Price per night from

$457

"Gulfside Grouper", Waterfront-Ground floor, 60' Dockage, Pool/Hot Tub, Pets OK

Marathon Shores house

4 bedrooms
4 bathrooms

sleeps 10

Match: Water sports

All filters match

Price per night from

$982

Waterfront Beach House with Dock and Heated Pool!

Little Torch Key house

8 bedrooms
5 bathrooms

sleeps 20

Match: Water sports

All filters match

Price per night from

$801

PARADISE OCEAN FRONT HOME

Marathon house

4 bedrooms
3 bathrooms

sleeps 10

Match: Water sports

All filters match

Price per night from

$1,030

Conch House - Dock Your Boat

Little Torch Key house

4 bedrooms
4 bathrooms

sleeps 7

Match: Water sports

All filters match

Price per night from

$773

Buccaneer Boathouse

Little Torch Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: Water sports

All filters match

Price per night from

$140

Ocean Side View on Canal, Great for Fishing, Near Sombrero Beach & Restaurants

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

Match: Water sports

All filters match

Price per night from

$687

Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like

Summerland Key house

5 bedrooms
5 bathrooms

sleeps 10

Match: Water sports

All filters match

Price per night from

$764

Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!

Marathon house

2 bedrooms
2 bathrooms

sleeps 6

Match: Water sports

All filters match

Price per night from

$332

FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 6 w/ 60 Feet of Dockage

Marathon Shores house

2 bedrooms
2 bathrooms

sleeps 6

Match: Water sports

All filters match

Price per night from

$287

Hawkins Heaven

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: Water sports

All filters match

Price per night from

$177

Hogfish Hideout

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 8

Match: Water sports

All filters match

Price per night from

$378

Sailfish Manor

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 9

Match: Water sports

All filters match

Price per night from

$383

Grouper Therapy

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: Water sports

All filters match

Price per night from

$213

Latitude Adjustment

Little Torch Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: Water sports

All filters match

Price per night from

$173

The Pointe

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 4

Match: Water sports

All filters match

Price per night from

$230

Pelican Perch

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: Water sports

All filters match

Price per night from

$183

Sun Kissed

Ramrod Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: Water sports

All filters match

Price per night from

$157

Breezy Palms

Marathon house

4 bedrooms
3 bathrooms

sleeps 10

Match: Water sports

All filters match

Price per night from

$659

Waterfront Haven House with Boat Basin and Ramp!

Little Torch Key house

3 bedrooms
1 bathroom

sleeps 8

Match: Water sports

All filters match

Price per night from

$457

Waterfront Anchor House with Boat Basin and Ramp!

Little Torch Key house

4 bedrooms
2 bathrooms

sleeps 10

Match: Water sports

All filters match

Price per night from

$757

3Bd/2Ba POOL on Canal, Dock, Kayaks, Bikes, Fishing Poles, Sombrero Beach 2.3mi

Marathon Shores apartment

3 bedrooms
2 bathrooms

sleeps 8

Match: Water sports

All filters match

Price per night from

$573

Island Time on Cudjoe Key! 20 miles from Key West. Quick open water access.

Cudjoe Key house

4 bedrooms
4 bathrooms

sleeps 8

Match: Water sports

All filters match

Price per night from

$516

Waterfront Captain House with Boat Basin and Ramp!

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 8

Match: Water sports

All filters match

Price per night from

$744

Ocean View Estate with Private Pool 15 minutes from Key West

Cudjoe Key house

4 bedrooms
2 bathrooms

sleeps 10

“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.

Responds fast! avg. 59 minutes

Match: Water sports

All filters match

Price per night from

$544