Lower Keys Vacation Rentals from $253: Search Short-Term Rentals

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Our top choices for Lower Keys vacation rentals

1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV

1. Old Wooden Bridge Resort and Marina

Punta Brisa

Kathy

$225 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Cudjoe Key

$463 nightly

Sep 4 - Sep 5

Total with taxes and fees

3. SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key

James B.

$391 nightly

Aug 16 - Aug 17

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

4. Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key

John B.

$472 nightly

Aug 31 - Sep 1

Total with taxes and fees

5. 🌴 TROPICAL RETREAT 🌴 RV In The Keys

Big Pine Key

Graham B.

$295 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

Cudjoe Key

Cheryl V.

$501 nightly

Sep 1 - Sep 2

Total with taxes and fees

7. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Cudjoe Key

Kiara

$541 nightly

Aug 24 - Aug 25

Total with taxes and fees

8. SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key

David T.

$393 nightly

Aug 12 - Aug 13

Total with taxes and fees

9. Seabreeze Escape WF RV Lot 489

Cudjoe Key

$246 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

Cudjoe Key

jim b.

$518 nightly

Sep 1 - Sep 2

Total with taxes and fees

11. Cozy 2-bedroom house in charming Big Pine Key with canal view and relaxing pool

Big Pine Key

Gretchen W.

$517 nightly

Aug 16 - Aug 17

Total with taxes and fees

12. Venture Out RV lot 223

Cudjoe key

Zunen C.

$257 nightly

Sep 8 - Sep 9

Total with taxes and fees

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

Cudjoe Key

Phani U.

$560 nightly

Aug 17 - Aug 18

Total with taxes and fees

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

Cudjoe Key

Tammy G.

$549 nightly

Aug 17 - Aug 18

Total with taxes and fees

15. Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key

Carla R.

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

Cudjoe Key

Alisa M.

$560 nightly

Aug 16 - Aug 17

Total with taxes and fees

17. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Cudjoe Key

"The unit was very old and tired. As such, several windows did not open, the cook top light was not working, the shower surround was cracked and the joint caulking was bad to name some examples. However, the place was spotless when we arrived and with (needed) working AC. The kitchen is WELL appointed with cooking items, some spices, and baking supplies. The washer/dryer was a treat as we travel light. The waterfront deck/patio area was great for morning coffee and evening cocktails. Venture out...

Pauline Y.

$518 nightly

Aug 14 - Aug 15

Total with taxes and fees

18. Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

Cudjoe Key

Karen

$578 nightly

Sep 6 - Sep 7

Total with taxes and fees

19. Starlight Serenity - Hideaway with Stunning Views

Summerland Key

Tom H.

$537 nightly

Sep 7 - Sep 8

Total with taxes and fees

20. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart

Cudjoe Key

Chris P.

$548 nightly

Sep 3 - Sep 4

Total with taxes and fees

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Top Lower Keys Hotel Reviews

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

10/10 Excellent

"We really enjoyed the privacy and safety of the community. We arrived a little early and were able to gain early access. That was not expected. Then we met Julie, who hand delivered us a delicious key-lime pie! Julie was great throughout our whole stay and accommodated all our needs well beyond our expectations. The place was clean, and the kitchen was loaded with everything you would need to prepare dinner/drinks at home. The bikes were a treat. We used them to roam around or when the kids wanted to fish/swim. The balcony is beautiful with a nice sunrise view. The only suggestion i would make is if your'e bringing more then one vehicle, figure out the overflow parking before hand. There is a one vehicle limit that got a bit confusing in the later hours."

Cottage with swimming pool and dockage, just minutes to Key West!

10/10 Excellent

"This location was perfect for what my husband and I needed. We brought our boat and were able to use the dock throughout our stay. We did have an issue with the AC system and Jennifer was great by putting us into another one of their units overnight until our units AC was fixed the next day. This will definitely be a spot we use again in the future."

Cottage with Pool and Dockage, just minutes to Key West

8/10 Good

"We thought the grounds and location were perfect centrally located to everything you could want to do in the lower Keys. Host and check in process was extremely smooth and clear from start to finish. The actual cottage/unit needs a thorough cleaning, dishes were dirty and the towels/linens didn’t seem like they were recently changed and unfortunately the beds were very uncomfortable. If this unit was a little cleaner and had comfortable beds I’d book this cottage every time I visited the Keys. I absolutely love the grounds and peaceful location."

Find out more about Lower Keys

Everything you need to know about Lower Keys vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lower Keys vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Lower Keys vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lower Keys vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lower Keys. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Lower Keys in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $253 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Lower Keys rentals

At Expedia, we put the best Lower Keys vacation 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 Lower Keys 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 Lower Keys vacation.

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

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Check prices for these dates

Our top choices for Lower Keys vacation rentals

1. Old Wooden Bridge Resort and Marina

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

3. SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

4. Kelly's Kabin - Adorable Private Summerland Key Cottage

5. 🌴 TROPICAL RETREAT 🌴 RV In The Keys

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

7. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

8. SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

9. Seabreeze Escape WF RV Lot 489

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

11. Cozy 2-bedroom house in charming Big Pine Key with canal view and relaxing pool

12. Venture Out RV lot 223

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

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

15. Canal front, dockage, 2 bedroom, 2 bath

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

17. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

18. Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

19. Starlight Serenity - Hideaway with Stunning Views

20. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart

Find vacation rentals that suit your style

Top Lower Keys Hotel Reviews

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Find out more about Lower Keys

Explore a world of travel with Expedia

Expedia's Latest Trends

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