Discover Your Perfect Casey Key Vacation Homes

Best Vacation Homes in Casey Key

New
House
Map-icon
3 Bedrooms 4 Baths 14 Guests 5767 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $3,826/Night 7 Nights - AU $26,783
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 8 Guests 1377.78 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $415/Night 7 Nights - AU $2,905
Condo
Map-icon
like-icon9.2
Exceptional
(631 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
AU $345/Night 7 Nights - AU $2,412
New
House
Map-icon
2 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $859/Night 7 Nights - AU $6,012
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests 850.35 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $249/Night 7 Nights - AU $1,743
Condo
Map-icon
2 Bedrooms 2 Baths 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $179/Night 7 Nights - AU $1,252
Cottage
Map-icon
like-icon10.0
Exceptional
(159 Reviews)
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $272/Night 7 Nights - AU $1,903
Cottage
Map-icon
like-icon10.0
Exceptional
(78 Reviews)
2 Bedrooms 1 Bath 4 Guests 695 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $369/Night 7 Nights - AU $2,581

Casey Key Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
5 Bedrooms 5 Baths 8 Guests 5000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $5,152/Night 7 Nights - AU $36,065
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 4 Baths 10 Guests 3310 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $2,583/Night 7 Nights - AU $18,083
House
Map-icon
like-icon9.4
Exceptional
(6 Reviews)
6 Bedrooms 4 Baths 12 Guests 4000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $2,266/Night 7 Nights - AU $15,859
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
4 Bedrooms 4 Baths 8 Guests 3536 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,501/Night 7 Nights - AU $10,506
House
Map-icon
like-icon9.6
Exceptional
(84 Reviews)
4 Bedrooms 5 Baths 10 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,403/Night 7 Nights - AU $9,823
House
Map-icon
4 Bedrooms 4 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,368/Night 7 Nights - AU $9,578
House
Map-icon
like-icon9.2
Exceptional
(18 Reviews)
4 Bedrooms 2 Baths 10 Guests 2676 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $1,325/Night 7 Nights - AU $9,278
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $1,220/Night 7 Nights - AU $8,541

Casey Key Pet Friendly Vacation Rentals

Villa
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
2 Bedrooms 1 Bath 4 Guests 850 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $230/Night 7 Nights - AU $1,610
star-icons-3
House
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 301.39 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $172/Night 7 Nights - AU $1,206
star-icons-3
Apartment
Map-icon
like-icon8.4
Excellent
(273 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $384/Night 7 Nights - AU $2,686
House
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
2 Bedrooms 1 Bath 8 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $392/Night 7 Nights - AU $2,746
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 6 Guests 2572.57 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
AU $455/Night 7 Nights - AU $3,185
Villa
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $453/Night 7 Nights - AU $3,169
House
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
2 Bedrooms 2 Baths 6 Guests 1300 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $284/Night 7 Nights - AU $1,988
Condo
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $673/Night 7 Nights - AU $4,711

Casey Key Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $685/Night 7 Nights - AU $4,798
Villa
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
AU $400/Night 7 Nights - AU $2,798
Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $686/Night 7 Nights - AU $4,799
star-icons-4
House
Map-icon
like-icon8.0
Excellent
(1 Review)
5 Bedrooms 4 Baths 12 Guests 2798.62 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $976/Night 7 Nights - AU $6,835
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $610/Night 7 Nights - AU $4,267
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $348/Night 7 Nights - AU $2,437
Villa
Map-icon
like-icon9.4
Exceptional
(28 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $509/Night 7 Nights - AU $3,563
House
Map-icon
like-icon8.0
Excellent
(3 Reviews)
2 Bedrooms 2 Baths 10 Guests 1400 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $515/Night 7 Nights - AU $3,602

Why Choose Rent By Owner for your Casey Key Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Casey Key

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you enjoy optimal weather and fewer crowds, making your stay in the area truly relaxing and memorable.

Peak Season Highlights

spring
Spring (March to May)

During spring, the region experiences warm temperatures and lively weather, making it ideal for enjoying outdoor activities on the coast.

Average Temperature Daytime: around 75-85°F - Nighttime: 55-65°F
winter
Winter Holidays (December to February)

The winter holiday months bring pleasant weather with cooler evenings, perfect for escaping colder climates and relaxing by the water.

Average Temperature Daytime: about 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

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Summer (June to August)

While summer offers hotter days and a lively atmosphere, it is also the peak of the hurricane season, so some travelers prefer quieter periods.

Average Temperature Daytime: around 85-90°F - Nighttime: 70-75°F
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Fall (September to November)

In early fall, the area tends to be calmer with fewer visitors, offering a peaceful retreat before the winter rush begins.

Average Temperature Daytime: about 75-85°F - Nighttime: 55-65°F

Weekly Weather Forecast for Casey Key

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Access to private or community beachfront areas where you can relax and enjoy the shoreline.
  • Outdoor dining spaces, perfect for enjoying meals while taking in the scenic views of this coastal region.
  • Well-maintained swimming pools available for a refreshing dip after a day exploring nearby attractions.
  • Patio or deck areas equipped with outdoor furniture to unwind and socialize outdoors.
  • Shower stations or outdoor rinse stations to clean off sandy feet before heading inside.
  • Gardens or landscaped yard spaces that enhance your relaxation amidst natural surroundings.
  • Outdoor parking facilities designed for easy access during your stay in this seaside destination.
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Family Activities

  • Beachcombing and Shelling: Explore the pristine shores for unique seashells and enjoy peaceful walks along the sandy beaches here in the region.
  • Kayaking and Paddleboarding: Discover the calm, scenic waters of this area by renting kayaks or paddleboards for a fun-filled day on the water with your family.
  • Wildlife Watching at Local Parks: Visit nearby parks to spot native bird species and other wildlife, offering an educational experience for children and adults alike.
  • Fishing Excursions: Experience the local fishing scene through guided or self-led trips, making it a memorable adventure in this coastal destination.
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Adult Activities

  • Sailing and Boating: Explore the calm waters of this coastal haven by renting a boat or joining a guided sailing tour, perfect for experiencing the scenic shoreline from a new perspective.
  • Fishing Excursions: Take advantage of the region's abundant marine life with a fishing trip, whether casting from the pier or heading out on a charter to catch local species.
  • Beach Relaxation and Sunbathing: Unwind on the pristine sands that line here, where you can enjoy peaceful sunbathing, swimming, or simply soaking in the natural beauty of the area.
  • Wildlife Watching: Discover the area's diverse ecosystems by observing local bird species and marine life in their natural habitat, often from the comfort of your vacation rental or during guided eco-tours.

Other Places to Stay in Casey Key, FL

Casey Key Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Beach Days: Schedule your visits during early mornings or late afternoons to enjoy the serene beauty of this coastal region without the crowds.
  • Explore Local Water Activities: Take advantage of the area’s calm waters by engaging in kayaking, paddleboarding, or boating to fully appreciate the natural surroundings.
  • Discover Nearby Dining Options: Sample fresh seafood at local eateries that highlight the region’s culinary specialties for an authentic experience.
  • Choose the Perfect Vacation Rental: Select a well-located property that offers easy access to both the beach and nearby attractions to maximize your leisure time here.

Transportation Options

  • Personal Vehicles: Having your own car provides the most flexibility for exploring the area and accessing your chosen vacation rental in Casey Key, Florida.
  • Public Transportation: Local buses serve the region, offering an economical way to get around without the hassle of parking or driving yourself.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available here, providing convenient door-to-door transportation at any time.
  • Bike Rentals: Exploring on two wheels offers a scenic and eco-friendly way to enjoy the beaches and natural beauty of this coastal destination.

Local Customs Options

  • Respect for Waterways: Locals here hold a deep respect for the pristine waterways, often observing quiet boating etiquette to preserve the area's natural beauty.
  • Casual Beach Attire: It is customary to dress casually and comfortably, especially when enjoying the sun-kissed beaches that define this destination's relaxed lifestyle.
  • Bonfire Traditions: Community bonfires on the beach are a cherished custom, where residents and visitors gather to enjoy evenings under the stars with good company.
  • Respect for Privacy: Visitors are encouraged to honor the peaceful ambiance of the region by respecting local privacy and keeping noise levels considerate during evening hours.

Frequently Asked Questions About Casey Key?

2. How many vacation rentals have private pools in Casey Key?

3. Which vacation homes in Casey Key are best for families?

If you are looking for a family-friendly vacation home in Casey Key, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Casey Key:

4. How many Rentbyowner vacation rentals are available in Casey Key?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 596 in the Casey Key area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Casey Key. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific property you choose. You should review the rental listing details or contact the property owner directly to understand the terms and any potential fees associated with cancellations.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are typically listed within the property details. It’s best to check the listing or communicate with the owner to get a clear understanding of all costs involved before booking.

7. How do I ensure that my stay complies with local rules and regulations?

Each property owner provides specific guidelines for their vacation rentals. Be sure to read the house rules listed on the booking page and contact the owner if you have any questions about local regulations or requirements during your stay.

8. What amenities can I expect from vacation rentals in this destination?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and parking. Review each listing carefully to confirm the amenities offered and reach out to the owner if you have particular needs or requests.

9. How do I confirm my booking and what are the payment options?

Once you select a vacation rental, you'll need to follow the booking process outlined on the listing, which usually involves submitting a reservation request and making a secure payment. Specific payment methods will be detailed during checkout; contacting the host can also provide additional guidance.

Casey Key Top Rated Vacation Rentals

star-icons-3
Hotel
Map-icon
like-icon10.0
Exceptional
(253 Reviews)
1 Bath
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
AU $207/Night 7 Nights - AU $1,452
House
Map-icon
like-icon10.0
Exceptional
(44 Reviews)
1 Bedroom 1 Bath 4 Guests 664 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $184/Night 7 Nights - AU $1,290
House
Map-icon
like-icon10.0
Exceptional
(40 Reviews)
3 Bedrooms 2 Baths 6 Guests 1971 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $495/Night 7 Nights - AU $3,462
House
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
1 Bedroom 1 Bath 3 Guests 700 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $261/Night 7 Nights - AU $1,827
House
Map-icon
like-icon10.0
Exceptional
(31 Reviews)
3 Bedrooms 2 Baths 6 Guests 1800 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $411/Night 7 Nights - AU $2,874
House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
3 Bedrooms 2 Baths 8 Guests 1600 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $264/Night 7 Nights - AU $1,845
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
AU $461/Night 7 Nights - AU $3,228
Apartment
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $750/Night 7 Nights - AU $5,252