Casey Key holiday homes

We found 6,747 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Casey Key

Showing deals for:11 Dec - 18 Dec

Interior - Sitting Space Overlooking the living room, deck and the water views
Expansive Rear Patio Finished with Glowing String Lights Overlooks the Bay
Exterior - View from the Private Dock
Living area
Exceptional
(36 reviews)

Bayfront House - Private Dock - Sweeping Water Views - Steps to the Beach

Englewood

5% off
NZ$6,412
for 7 nights, 1 home
NZ$916 per night
includes taxes & fees
Bayfront House - Private Dock - Sweeping Water Views - Steps to the Beach
Living area
Pool
Dining area
Gas fire pit by mango tree - w Adirondack chairs
Exceptional
(118 reviews)

Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable

Sarasota

15% off
NZ$4,418
for 7 nights, 1 home
NZ$631 per night
includes taxes & fees
Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable
Private kitchen
Several outdoor dining options on the Key
Beach
White Elephant Restuarant and Marina
Exceptional
(119 reviews)

Bohemian Sunrise

Englewood

11% off
NZ$2,804
for 7 nights, 1 home
NZ$401 per night
includes taxes & fees
Bohemian Sunrise
Private kitchen
Living area
Dining
Room
Exceptional
(212 reviews)

Exceptional Five Star Sarasota Cottage Old Florida Charm Dogs Stay Free

Sarasota

7% off
NZ$2,986
for 7 nights, 1 home
NZ$427 per night
includes taxes & fees
Exceptional Five Star Sarasota Cottage Old Florida Charm Dogs Stay Free
Room
Room
Outdoor shower (yes there is one inside also)
Private kitchen
Exceptional
(30 reviews)

Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach

Sarasota

5% off
NZ$3,737
for 7 nights, 1 room
NZ$534 per night
includes taxes & fees
Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach
Private kitchen
Marina
Interior
Pool
Exceptional
(73 reviews)

Relaxing Lakefront Home: 3BR/2BA, Heated Pool, Near Siesta Key Beach

Sarasota

7% off
NZ$3,797
for 7 nights, 1 home
NZ$542 per night
includes taxes & fees
Relaxing Lakefront Home: 3BR/2BA, Heated Pool, Near Siesta Key Beach
Interior
Interior
Private kitchen
Room
Exceptional
(44 reviews)

KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE

Sarasota

7% off
NZ$4,420
for 7 nights, 1 home
NZ$631 per night
includes taxes & fees
KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE
two comfortable lazy boys
Outdoor dining
Private kitchen
sculpture Park right next door the lemon Bay cottage.
Exceptional
(60 reviews)

Charming Lemon Bay Cottage in Historic Englewood Village

Englewood

7% off
NZ$1,875
for 7 nights, 1 cottage
NZ$268 per night
includes taxes & fees
Charming Lemon Bay Cottage in Historic Englewood Village
Room
Private kitchen
Dining
Living area
Exceptional
(12 reviews)

Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!

Siesta Key

7% off
NZ$14,911
for 7 nights, 1 home
NZ$2,130 per night
includes taxes & fees
Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!
Property grounds
Pool
Private kitchen
Terrace/patio
Exceptional
(190 reviews)

LAKEFRONT 2bed/2bath with Heated POOL house, JUST 5 min away SIESTA KEY BEACH!

Sarasota

7% off
NZ$2,778
for 7 nights, 1 home
NZ$397 per night
includes taxes & fees
LAKEFRONT 2bed/2bath with Heated POOL house, JUST 5 min away SIESTA KEY BEACH!
Private kitchen
BACKYARD OASIS WITH PRIVATE POOL
BEDROOM #3 WITH KING SIZE BED & OWN BATHROOM AND SMART TV
3RD LEVEL IS WHERE THE HOME IS LOCATED
Exceptional
(52 reviews)

NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded

Siesta Key

7% off
NZ$13,656
for 7 nights, 1 home
NZ$1,951 per night
includes taxes & fees
NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded
Dining
Pool
Interior
Dining
Exceptional
(22 reviews)

Southside Bungalow - Sleeps 8 - Pool, Spa & Putting Green

Sarasota

8% off
NZ$8,983
for 7 nights, 1 home
NZ$1,283 per night
includes taxes & fees
Southside Bungalow - Sleeps 8 - Pool, Spa & Putting Green
Dining
Pool
Living area
Private kitchen
Exceptional
(45 reviews)

New Luxurious Coastal Resort 3-Beedroom 2 Bath Private Pool

Venice

7% off
NZ$3,409
for 7 nights, 1 home
NZ$487 per night
includes taxes & fees
New Luxurious Coastal Resort 3-Beedroom 2 Bath Private Pool
No need to have a car.  Lots of eateries, shops & grocery across the street.
Our fifth floor deck is a wonderful place to sunbath or enjoy a picnic lunch.
Workout equipment and pool table right off of the pool area.
House of the Sun heated pool overlooks the tennis courts and the Gulf of Mexico.
Exceptional
(133 reviews)

BE ON THE B E A C H! 2B/2B GREAT LOCATION!

Siesta Key

8% off
NZ$3,443
for 7 nights, 1 apartment
NZ$492 per night
includes taxes & fees
BE ON THE B E A C H! 2B/2B GREAT LOCATION!
Interior
Beach
Living area
Arial view of the building - right on the beach!
Exceptional
(24 reviews)

Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6

Siesta Key

6% off
NZ$4,570
for 7 nights, 1 apartment
NZ$653 per night
includes taxes & fees
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
sliding door in kitchen leads to patio area
additional bar area seating
Outdoor fire pit. Please note guests are responsible for refilling propane
Pool
Exceptional
(129 reviews)

HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes

Sarasota

5% off
NZ$4,983
for 7 nights, 1 home
NZ$712 per night
includes taxes & fees
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
BBQ and Outdoor patio space
Screened porch
King bedroom
Swimming pool by the Gaming room
Exceptional
(44 reviews)

Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!

Siesta Key

6% off
NZ$4,840
for 7 nights, 1 room
NZ$691 per night
includes taxes & fees
Island House Resort - Waterfront 2-bedroom condo directly on Siesta Key Beach!
Property grounds
Beach
Property grounds
Exterior
Wonderful
(16 reviews)

Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach

Siesta Key

8% off
NZ$4,064
for 7 nights, 1 apartment
NZ$581 per night
includes taxes & fees
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Living area
Private kitchen
Pool
Interior
Wonderful
(83 reviews)

Gorgeous Pool house 5 min from the beach, shopping and restaurants I

Venice

7% off
NZ$2,061
for 7 nights, 1 home
NZ$294 per night
includes taxes & fees
Gorgeous Pool house 5 min from the beach, shopping and restaurants I
Exterior
Sports court
Interior
Terrace/patio
Exceptional
(183 reviews)

Amazing 1 Br/1 Ba Condo at Casa Mar

Siesta Key

7% off
NZ$4,033
for 7 nights, 1 apartment
NZ$576 per night
includes taxes & fees
Amazing 1 Br/1 Ba Condo at Casa Mar
Interior
Interior
Property grounds
Dining
Exceptional
(44 reviews)

Luxury condo located directly on Siesta Key Beach

Siesta Key

8% off
NZ$3,684
for 7 nights, 1 apartment
NZ$526 per night
includes taxes & fees
Luxury condo located directly on Siesta Key Beach
Room
Sunset Royale Condominiums
Interior
Property grounds
Exceptional
(53 reviews)

Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

Siesta Key

7% off
NZ$3,348
for 7 nights, 1 apartment
NZ$478 per night
includes taxes & fees
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
View of spacious main pool and clubhouse.  Dry sauna and gym inside.
Quiet and safe neighborhood for families to swim, walk, bike, and fish
Boat/Fishing Deck
Front Entrance
Exceptional
(102 reviews)

Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!

Siesta Key

5% off
NZ$5,607
for 7 nights, 1 apartment
NZ$801 per night
includes taxes & fees
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
Terrace/patio
Dining
Interior
Private kitchen
Exceptional
(11 reviews)

Beach House in Venice Florida, welcome to paradise.

Venice

6% off
NZ$3,631
for 7 nights, 1 home
NZ$519 per night
includes taxes & fees
Beach House in Venice Florida, welcome to paradise.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Casey Key

  • Tranquil Beaches: Enjoy Casey Key's serene sandy shores, perfect for sunbathing and water activities.
  • Family-Friendly Outdoors: Explore scenic urban parks and take leisurely strolls along the jetty and pier.
  • Relaxing Atmosphere: Experience a laid-back vibe ideal for both romantic escapes and family holidays.
  • Local Charm: Interact with friendly locals and soak in the island's welcoming ambience.
  • Sun-Soaked Days: Revel in warm, sunny weather, making every day a delightful outdoor adventure.

Top attractions in and around Casey Key

Casey Key, Florida, is a stunning destination perfect for beach and outdoor family holidays. Visitors can enjoy its beautiful beaches, explore urban parks, and stroll along the jetty and pier. Whether you're looking to relax in the sun or partake in water activities, Casey Key offers a delightful mix of experiences for all ages, making it an ideal spot for your next holiday getaway.

  • Nokomis Beach: A serene stretch of golden sand, perfect for sunbathing and swimming. Enjoy the laid-back beach vibes and stunning sunsets that make this spot a true gem of Casey Key.
  • Heritage Oaks Golf and Country Club: A picturesque golf course offering a challenging layout amidst lush landscapes. Ideal for golf enthusiasts seeking a relaxed day on the greens, surrounded by nature.
  • Siesta Key Beach: Renowned for its soft, powdery sands and vibrant atmosphere, this beach is perfect for relaxation, beach games, and enjoying the warm Florida sun.

Things to do recommended for couples

Seeking a romantic getaway in Casey Key? Enjoy sunset strolls along the pristine beaches or indulge in a candlelit dinner at a beachfront restaurant. For a unique experience, consider a kayak tour through the mangroves, spotting local wildlife together. It's the perfect setting for couples.

Things to do recommended for families

Families visiting Casey Key can enjoy a day at the beautiful beaches, where kids can play in the sand and splash in the waves. Explore the nearby Myakka River State Park for wildlife viewing and hiking, or take a dolphin-watching tour for an unforgettable experience on the water.

Things to do recommended for groups

Gather your mates and zip through the treetops at TreeUmph. Adventure Course, located 32km from Casey Key, for an outdoor experience full of adventure that perfectly suits group travellers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Casey Key

When planning your trip—whether you're travelling with a group, family, or pets, or if you're considering longer stays—it's essential to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Casey Key with a group: Consider how many bedrooms you'll require, along with features like a fully equipped kitchen or an outdoor area for group get-togethers. Luckily, you can refine your search for all these options—and more—on Vrbo.
  • Traveling to Casey Key with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Casey Key: For many, a family holiday wouldn’t be the same without their furry companion joining in. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Casey Key: If you're searching for holiday rentals offering discounts for month-long stays or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include extras like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Casey Key

Casey Key, Florida, offers a tranquil beachfront getaway perfect for families and couples alike. With stunning beaches like Siesta Key and Nokomis Beach nearby, visitors can soak up the sun or enjoy relaxing outdoor activities. The island's charming atmosphere, coupled with friendly locals, creates a welcoming environment for a leisurely holiday. Whether you're looking for a romantic escape or a fun family trip, Casey Key promises a delightful experience amidst beautiful scenery and warm, sunny weather.

  • Siesta Key: Siesta Key is a charming island city located 16km away from Casey Key. Renowned for its pristine beaches and vibrant outdoor lifestyle, it offers a delightful family experience. Visitors can explore expansive recreational areas, enjoy a leisurely day at the resort, or indulge in retail therapy at the shopping mall centre. The local attractions include a beautiful beach setting, a family-friendly beach area, and a quaint town neighbourhood that captures the essence of coastal living.
  • Venice: Venice is a delightful city situated 6km away from Casey Key. This coastal destination is popular for its inviting beach, outdoor pursuits, and family-focused activities. Travelers can tee off at the local golf course or explore the scenic recreational areas. The town’s attractions feature a lovely beach environment, a family beach area, and a charming town neighbourhood, making it a perfect spot for a day trip.
  • Nokomis: Nokomis is the city that surrounds Casey Key, offering an authentic taste of local coastal life. With its emphasis on beach, outdoor, and family experiences, Nokomis invites visitors to explore its recreational areas or enjoy a round of golf at a nearby course. The local landmarks include a stunning beach, a family beach area, and a town neighbourhood that together encapsulate the relaxed and welcoming spirit of this charming region.

Best time to go to Casey Key

If you're planning a trip to Casey Key, Nokomis, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January63.0°F (17.2°C)No Rain (Dry)Mostly Sunny
February65.5°F (18.6°C)No Rain (Dry)Mostly Sunny
March68.2°F (20.1°C)No Rain (Dry)Sunny
April73.6°F (23.1°C)Light RainMostly Sunny
May77.7°F (25.4°C)Light RainMostly Sunny
June81.7°F (27.6°C)Light RainMostly Sunny
July83.1°F (28.4°C)Light RainMostly Sunny
August83.5°F (28.6°C)Light RainMostly Sunny
September81.7°F (27.6°C)Light RainMostly Sunny
October77.4°F (25.2°C)Light RainMostly Sunny
November70.9°F (21.6°C)No Rain (Dry)Mostly Sunny
December66.9°F (19.4°C)No Rain (Dry)Mostly Sunny

Booking with Vrbo is a breeze

Looking to stretch your travel budget further? Try being flexible with your travel dates as prices tend to vary. Moreover, opting for a longer stay can often lead to significant savings. To discover the Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s innovative Trip Board provides a dedicated space where you can kick off new journeys, pick up where you left off, or review and organise your plans. Any properties you’ve saved or booked before are now categorised under Potential, Upcoming, or Current Trips. To access your Trip Boards, simply visit: https://www.bookabach.co.nz/trips

**Based on Vrbo properties bookings.

Explore the beachside setting in Casey Key

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Casey Key. Travellers appreciate the restaurants in this romantic city. Siesta Key Beach and Lido Beach are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Casey Key

Do you want to find attractions to visit in the area? Venture out of your holiday home and experience everything that Casey Key has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Mote Marine Laboratory & Aquarium (13.4 mi / 21.6 km)
  • Sarasota Jungle Gardens (15.2 mi / 24.4 km)
  • Stoneybrook Golf & Country Club (4.4 mi / 7.2 km)
  • Pelican Pointe Golf and Country Club (7.3 mi / 11.8 km)
  • Jacaranda West Country Club (8.5 mi / 13.7 km)
  • Sarasota National Golf Course (11.3 mi / 18.2 km)

Exploring the beaches and other natural features in Casey Key

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Casey Key is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Siesta Key Beach (8.6 mi / 13.9 km)
  • Lido Beach (11.9 mi / 19.1 km)
  • Nokomis Beach (2.4 mi / 3.8 km)
  • North Jetty Beach (3.1 mi / 5 km)
  • Jim Neville Marine Preserve (4.1 mi / 6.6 km)
  • Venice Beach (4.6 mi / 7.4 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Casey Key?
According to our research, houses are considered the most popular type of holiday property in Casey Key. But as you'd expect, everyone's idea of an awesome stay is bound to be different. Bookabach has holiday homes of all sizes, shapes and budgets, and we'll help you locate your ideal fit.
How much does it cost to rent a holiday home in Casey Key?
Length of stay, property type and time of year are some factors that can influence the price of a holiday home. Simply enter your travel dates to find your perfect escape. From cosy country cottages to sprawling villas, all Bookabach holiday homes provide amazing value.
How much does it cost to rent a beach house in Casey Key?
The average price for a holiday home by the beach in Casey Key will depend on when you're going and the style and size of property you're searching for. Find prices easily on Bookabach by entering the dates you'll be travelling. Then use the filter tool to choose the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a pool.
Are there pet-friendly holiday homes in Casey Key?
With 75 holiday homes that allow pets, your furry buddy can join you on your Casey Key break. Use our filter tool to browse our pet-friendly holiday homes and find a holiday home that'll set tails wagging on Bookabach.
Can I rent a house with a pool in Casey Key?
Pack your swimsuit and goggles, because there are 26 houses with a private pool in Casey Key. Kick back at one of these superb holiday homes and every day will be a pool day. Simply enter your dates into Bookabach, then use the "pool" filter to find the ideal place for a splashing good time!
What are popular home amenities in Casey Key?
Some of the most popular home amenities people look for in Casey Key include a fireplace, a nearby waterfront and nearby museums. Whether you're hitting the road with family, pals or even pets, Bookabach holiday properties have the best amenities for starting a new adventure with the people closest to you.
Are there large group holiday homes in Casey Key?
With two properties that can host 10 or more guests in Casey Key, you won't have to keep anyone off the invite list. From extended family holidays to events like Christmas or New Year's Eve parties, Bookabach will help you find a large group home that fits the occasion.
Are there holiday homes in Casey Key that welcome kids?
Casey Key has 75 family-friendly holiday homes. And discovering a stay that welcomes children is simple with our "Properties good for families" filter. Besides having the whole place to yourselves, you can also look forward to perks and amenities like extra bedrooms, full kitchens and yards.
What are the top attractions for families in Casey Key?
There are lots of exciting things to see and do with the family in Casey Key, including:
  • Nokomis Beach
  • North Jetty Beach
  • Venetian Golf and River Club
Are there one-bedroom holiday homes in Casey Key?
There are 34 one-bedroom properties in Casey Key to choose from. A one-bedroom holiday property is an excellent choice if it's only you and your partner or if you're travelling on your own. Throw in more privacy, convenience and space compared to a regular hotel, and you're bound to have a trip to remember.
Can I find two-bedroom holiday homes in Casey Key?
Pick from 22 two-bedroom properties in Casey Key. Give the kids the second room or maybe fill it with a couple of your nearest and dearest friends. There's a spot for whoever's fortunate enough to be joining your adventure.
Are there holiday homes with WiFi in Casey Key?
Take your pick of 18 holiday homes with WiFi in Casey Key. If you want to disconnect from the world while on holiday, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Casey Key?
Casey Key has 73 holiday homes where you'll be able to chill out in air-conditioned comfort. To locate a stay on Bookabach that offers this amenity, enter your desired travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Casey Key?
The minimum age is typically 16, 18 or 21. It can vary from one property to another on Bookabach, so check the rules of your chosen Casey Key stay before booking your stay.
How long can I rent a holiday home in Casey Key for?
The amount of time you can book a Casey Key holiday home for is down to each property. Simply enter your dates of travel to browse options that offer long-term stays. They include all you need to make your extended trip more enjoyable like kitchens and air conditioning. Some properties might also offer discounted weekly or monthly prices, so you can stay longer for less money.

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