Big Pine Key Holiday Rentals from NZ$201: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Big Pine Key has to offer?

Sugarloaf Key RV Resort & Cottages : This holiday home rental outside of Big Pine Key is located near a metro station, and offers an outdoor pool, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Our travellers also rate Charming 3-bedroom house in Big Pine Key near Beach and Key West as a favourite home for rent in Big Pine Key.

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In two weeks

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In three months

In four months

Our top choices for Big Pine Key holiday rentals

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

1. Old Wooden Bridge Resort and Marina

Punta Brisa

Anthony

includes taxes & fees

4 Dec - 5 Dec

A swimming pool with clear lane dividers, a lounge area with chairs, and a poolside umbrella.

2. 🌴 TROPICAL RETREAT 🌴 RV In The Keys

Big Pine Key

Anonymous traveller

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a dishwasher, a dining area with a glass coffee table, and a ceiling fan.

3. Charming 3-bedroom house in Big Pine Key near Beach and Key West

Sands

Robert C.

includes taxes & fees

15 Nov - 16 Nov

4. LARGE LOT & RV Fisherman Camp

Big Pine Key

Pauline A.

includes taxes & fees

15 Nov - 16 Nov

5. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Cudjoe Key

Alisa M.

includes taxes & fees

23 Nov - 24 Nov

A covered patio area with a pool, seating, and a fenced enclosure.

6. Knight's Key Suites

Marathon

Brandy

includes taxes & fees

29 Nov - 30 Nov

7. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Cudjoe Key

Cheryl V.

includes taxes & fees

19 Nov - 20 Nov

A compact, modern kitchen with white cabinets, a built-in microwave, and a wooden countertop. A ladder is propped against the wall, and a television is mounted above a white dresser.

8. Yacht Haven Marina

Marathon

Lauren

includes taxes & fees

15 Dec - 16 Dec

A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.

9. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key

Blue Mountain Footwear F.

includes taxes & fees

29 Nov - 30 Nov

A nighttime pool area with a clear view of the pool, surrounding palm trees, and a building with a sign.

10. Skipjack Resort & Marina

Marathon

Gilbert

includes taxes & fees

15 Nov - 16 Nov

A covered outdoor seating area with white chairs and tables, overlooking turquoise waters and distant islands.

11. Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Cudjoe Key

Jaret R.

includes taxes & fees

15 Nov - 16 Nov

12. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Cudjoe Key

Suzanne T.

includes taxes & fees

15 Nov - 16 Nov

An outdoor seating area with wicker furniture and cushions, a thatched-roof structure, and lush greenery.

13. Tropical Cottages

Marathon

Douglas

includes taxes & fees

19 Nov - 20 Nov

14. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Cudjoe Key

jim b.

includes taxes & fees

19 Nov - 20 Nov

A beach with palm trees, a sandy path, and beach chairs.

15. Aqua Lodge Rentals At Coconut Cay

Marathon

Susan

includes taxes & fees

15 Nov - 16 Nov

A waterfront property with a covered porch, a boat dock, and a clear sky.

16. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key

Mckayla S.

includes taxes & fees

19 Nov - 20 Nov

17. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Cudjoe Key

Elena S.

includes taxes & fees

21 Nov - 22 Nov

18. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Cudjoe Key

Phani U.

includes taxes & fees

15 Nov - 16 Nov

A hammock tied between palm trees on a rocky beach with a view of the sea.

19. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Marathon

Arianna

includes taxes & fees

13 Dec - 14 Dec

A balcony with wicker furniture, a wooden table, and a view of the surrounding area.

20. Spanish Queen @Venture Out, Cudjoe Key

Cudjoe Key

Tom A.

includes taxes & fees

16 Nov - 17 Nov

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Top Big Pine Key Hotel Reviews

Old Wooden Bridge Resort and Marina

8/10 Good

"Comfort House was perfect for our trip. The home was clean, comfortable, and had everything we needed. Unfortunately, a King Tide the week before our arrival created issues that were outside anyone's control. The internet had been knocked out and the pool was closed because seawater had entered it and it needed to be inspected before reopening. AT&T also had to restore internet service. While it was disappointing not to have access to the pool and Wi-Fi during our stay, we understood that these were unexpected circumstances caused by the weather. The property itself was wonderful, and we thoroughly enjoyed our time there."

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

8/10 Good

"Room was great and the small balcony had enough ocean view for a nice spot to drink coffee or read. Pool by bar was very nice with great view. Negatives were minor but hot tub and one pool were closed, ice machine on our floor never worked and be prepared for resort fee and daily parking charge."

Isla Bella Beach Resort & Spa

10/10 Excellent

"Truly a unique resort within the keys. It’s located such that there are many things to do nearby, or you can stay on the property and get anything you need. Staff were very friendly and responded to your questions and requests. The gated property provides seclusion which is sometimes hard to find in Marathon. Food was excellent, everywhere, but especially at Mahinas. Highly recommend if you’re looking for a resort type stay."

Find out more about Big Pine Key

Everything you need to know about Big Pine Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Big Pine Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Big Pine Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Big Pine Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Big Pine Key. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Big Pine Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Big Pine Key holiday rentals we have selected for you start as low as NZ$201 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Big Pine Key rentals

At Expedia, we put the best Big Pine Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Big Pine Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Big Pine Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Big Pine Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Big Pine Key?

Yes, there are holiday rentals in Big Pine Key close to Blue Hole, or you can select a more secluded option if you're looking for a relaxing stay. Big Pine Key is known for its beaches.

What are some of the best holiday rentals that Big Pine Key has to offer?

Sugarloaf Key RV Resort & Cottages: This holiday home rental outside of Big Pine Key is located near a metro station, and offers an outdoor pool, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Our travellers also rate Charming 3-bedroom house in Big Pine Key near Beach and Key West as a favourite home for rent in Big Pine Key.

How many holiday rentals are there in Big Pine Key?

With 148 Expedia holiday rentals, you're guaranteed to find just the right place for your Big Pine Key stay.

What can I see and do in Big Pine Key?

Family-friendly attractions include Blue Hole and Big Munson Island, whereas Florida Keys Beaches and Calusa Beach are a couple of great spots to enjoy the outdoors. Other places in town to visit include Bahia Honda State Park and Big Pine Key Flea Market.

What are holiday rentals like in Big Pine Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Big Pine Key. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.

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Check prices for these dates

Our top choices for Big Pine Key holiday rentals

1. Old Wooden Bridge Resort and Marina

2. 🌴 TROPICAL RETREAT 🌴 RV In The Keys

3. Charming 3-bedroom house in Big Pine Key near Beach and Key West

4. LARGE LOT & RV Fisherman Camp

5. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

6. Knight's Key Suites

7. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

8. Yacht Haven Marina

9. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

10. Skipjack Resort & Marina

11. Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

12. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

13. Tropical Cottages

14. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

15. Aqua Lodge Rentals At Coconut Cay

16. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

17. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

18. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

19. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

20. Spanish Queen @Venture Out, Cudjoe Key

Find holiday rentals that suit your style

Top Big Pine Key Hotel Reviews

Old Wooden Bridge Resort and Marina

Kingsail Resort

Parmer's Resort

Fairfield Inn & Suites by Marriott Marathon Florida Keys

Captain Pips Marina & Hideaway

Sugarloaf Key Hotel at KOA Resort

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Isla Bella Beach Resort & Spa

Find out more about Big Pine Key

Frequently asked questions

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