
Apartment vacation rentals in Big Pine Key
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Big Pine Key

Total vacation rentals
Explore 10 vacation rentals in Big Pine Key

Nightly prices starting at
Big Pine Key vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 650 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Big Pine Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Big Pine Key rentals

4.7 Average rating
Big Pine Key stays receive an average rating of 4.7 out of 5 from guests
Top-rated apartment rentals in Big Pine Key
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Old Town Key West suite w/ private spa
Escape to the Mango Hideaway, your private tropical retreat tucked within a historic eyebrow house in the heart of Old Town Key West. Steps from vibrant Duval Street and iconic landmarks like the Hemingway Home and Mallory Square, this charming junior suite combines island elegance with modern comfort. Inside, discover a king bedroom with bamboo accents, a fully equipped kitchenette, and a spa-like bathroom. But the real magic awaits beyond the French doors: your exclusive outdoor oasis

Penthouse in Paradise
Coconut Mallory is a waterfront private community that provides resort amenities. Hop in one of the two on-site pools to cool down after soaking up the sun at Smathers Beach, Key West's largest public beach just 2 miles away. There is also a Jacuzzi and a picnic area with BBQs for guest use. This unit is a two bedroom two bath. It also features two off street parking spaces included. *The Master Tub is not to be used per the community as leaks have occurred in other units before.
ValueLocationShared spaces

Beachside Unit 22 - Private Beach on Atlantic
Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests (0-2 years old count as a guest), Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”
ValueFamilyIndoor spaces

Studio Blu -Hip Studio/Old Town
*Recent Update (2025): We’ve made a wonderful upgrade to the studio bathroom — it’s now fully enclosed with walls extending to the ceiling and a new exhaust fan for ventilation. Situated in the heart of the Cuban district, just steps from arguably the best café con leche in Key West, this bright and breezy studio apartment is minutes from everything on the island. No car needed — bikes and beach chairs are provided free of charge so you can explore at your own pace.
ValueFamilyCheck-in

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs & DVD players.
ValueFamilyBiking

Waterfront Escape | Pool, Tiki, Breakfast & Marina
Stay at Mystic Mermaid, a brand-new luxury 1BR/1BA Waterfront Villa that sleeps up to 4 guests. Located on a scenic canal in the heart of the Florida Keys, this elegant retreat offers marina views and resort-style amenities including a pool, Tiki Bar, restaurant, pickleball & sand volleyball courts, fitness center, and complimentary breakfast. Perfectly located between Islamorada and Key West for the ultimate island getaway.
FamilyValueCondition

Sky Suite with Balcony Overlooking Duval Street
Welcome to Sky Suite On Duval Street - a newly remodeled masterpiece that overlooks world famous Duval Street. The front house of Sky Suite is a rare find on the 700 block of Duval Street. History meets luxury here in this 1935 home that has been updated with modern designs and finishes. The location provides a great home base for all of your activities on the island and a place to kick off your night on the town.
ValueFamilyComfort

Sunset Suite-Historic 2 BR, K/Q, Sleeps 4, Spa!
Historic 1880's Cigar Maker's cottage completely renovated. 1 K and 1 Q BR’s, half bath upstairs between BR’s, 32” Smart TV's, Full kitchen with granite counter tops, new stainless steel appliances. A newly remodeled bath with tumbled marbled tile, hairdryer. Also a totally private outdoor shower located in your private patio. All bath amenities provided, plus pool towels and daily housekeeping!
ValueLocationAccuracy

Castaway Cove: Pet-friendly 2/2 condo near beach!
Welcome to the tranquil, tucked away community of Sunrise Suites in beautiful Key West, Florida. When you choose to spend your vacation with us at the pet-friendly Castaway Cove Condo, you will be just 1 mile from Smather's Beach and a quick 10 minute drive to the fun and excitement of downtown Duval Street with tons of restaurants, bars, art galleries, museums, live music and people watching.
ValueLocationCheckout

#203 Key West Suites
Welcome to your charming private studio apartment right on Duval street! Built in 1919, it used to be called the Central Hotel because it’s located at the most central location on Duval Street bordering Southard Street and Duval Street! Although this a vacation rental and not a hotel per se with a lobby etc, we kept hotel in the name in keeping with historic nostalgia, "Key West Suites Hotel"
LocationValueCheckout

The Bartlum - Steps to Duval Street
Welcome to the Bartlum, a historic and luxurious studio apartment just steps to Duval Street. This studio, located on Caroline St, has been designed with comfort in mind, offering large windows for natural sunlight and plenty of space to spread out. Enjoy an updated kitchen, spacious bathroom, open concept layout, and all the hot spots of Key west within walking distance!
FamilyLocationParks

KW Luxury 2/2 Beachfront resort Tropical Oasis
1357 s f Lux beachfront resort condo w/ all the amenities - beachfront huge heated pool, 3 lighted tennis courts, 20 man hot tub, tropical gardens, beach, saunas, Gym, BBQ Grills everything to make your vacation spectacular! You must be at least 25 years old to rent this property. This is a no animal rental due to extreme allergies of the owner. 16% mgmt fee is Abnb fee.
ValueLocationCheckout
Popular amenities for Big Pine Key apartment rentals
Weekly apartment rentals

Casa Caribe 2bed2bath sleeps 6 beautiful decorated
LocationValueQuiet

Quiet Canalfront Retreat • Near Sombrero Beach
LocationFamilyNearby

Fully furnished Efficiency 50 yards from ocean, 10
FamilyValueOutdoor spaces

Villa 4204 on Duck Key - Boat Slip available
FamilyLocationAccuracy

Ocean Isles Yellowtail Row VACA-25-84
Outdoor spacesHospitalityComfort

Duval Corner - Pet friendly with Balcony
FamilyValueDecor

Key West Condo 2B/2B with Pool & Boat FREE Slip
LocationFamilyParking

Dock POOL Kayaks Bikes Beach2mi WalkToStores
LocationValueCheck-in
Private apartment rentals

Seaside Villa~ Charming Beachfront Condo w/ Pool!
LocationValueView

At Mine | Lovely Suite steps from Duval Street
LocationFamilyIndoor spaces

Duval Street Suites with full kitchen heated pool,
LocationFamilyBackyard

#1 Island Hideaway 89 - OCEAN FRONT
ValueLocationLong stay

Old Town Suites - 2 Bedroom Suite #2
LocationFamilyLayout

Apartment at Safe Harbor Marina
ValueLocationLaundry

Boot Key Harbor Penthouse
LocationNearbyComfort

"Hemingway" 1 bedroom at Leo's
ValueLocationKitchen
Apartment rentals with a hot tub

Newly Renovated 2/2 Bath Condo, with shared pool
LocationFamilyCondition

Downtown Sunset Harbor Studio!
LocationValueGetting around

Marathon Studio on Lovely Gulf Front Resort
LocationValueHospitality

Hyatt Beach House, Key West - 2 bedroom suite
Check-inHospitalityCheckout

Hyatt Windward Pointe! Great Location!
LocationKitchenWalkability

Hyatt Resort Club at Beach House. 2 Bedroom/2 Bath
Check-inBeachCheckout

Osprey Suite | Charming Hideaway, Hot Tubs!
LocationCheckoutCondition

Henry's Penthouse On The Ocean
FamilyLocationWalkability
When is the best time to visit Big Pine Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 577 | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 903 | ﺩ.ﺇ 584 | ﺩ.ﺇ 621 | ﺩ.ﺇ 823 | ﺩ.ﺇ 668 | ﺩ.ﺇ 507 | ﺩ.ﺇ 400 | ﺩ.ﺇ 470 | ﺩ.ﺇ 617 | ﺩ.ﺇ 595 |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Hollywood Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Cape Coral Vacation rentals
- Clearwater Vacation rentals
- Nassau Vacation rentals
- Hotel rooms Big Pine Key
- Pet-friendly rentals Big Pine Key
- Beachfront rentals Big Pine Key
- Rentals with a hot tub Big Pine Key
- Waterfront rentals Big Pine Key
- Cottage rentals Big Pine Key
- Rentals with lake access Big Pine Key
- Rentals with a patio Big Pine Key
- Villa rentals Big Pine Key
- Rentals with breakfast Big Pine Key
- Condo rentals Big Pine Key
- Rentals with pools Big Pine Key
- Family-friendly rentals Big Pine Key
- House rentals Big Pine Key
- Rentals with beach access Big Pine Key
- Rentals with a kayak Big Pine Key
- Apartment rentals Monroe County
- Apartment rentals Florida
- Apartment rentals United States
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Southernmost Point
- History Of Diving Museum
- Key West Butterfly & Nature Conservatory
- Conch Key
- Key West Lighthouse Museum
- Boca Grande Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Curry Hammock State Park





