Casey Key holiday lettings

We found 6,797 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Casey Key

Showing deals for:20 Nov - 27 Nov

Property grounds
Marina
Pool
Interior
Exceptional
(72 reviews)

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

Sarasota

7% off
£1,599
for 7 nights, 1 home
£228 per night
includes taxes & fees
Relaxing Lakefront Home: 3BR/2BA, Heated Pool, Near Siesta Key Beach
Exterior
Pool
Living area
Dining
Exceptional
(12 reviews)

Beautiful Waterfront House w/ Pool, 7 min to the Beach

Nokomis

7% off
£1,999
for 7 nights, 1 home
£286 per night
includes taxes & fees
Beautiful Waterfront House w/ Pool, 7 min to the Beach
Living area
Pool
Property grounds
Dining
Exceptional
(44 reviews)

New Luxurious Coastal Resort 3-Beedroom 2 Bath Private Pool

Venice

7% off
£1,472
for 7 nights, 1 home
£210 per night
includes taxes & fees
New Luxurious Coastal Resort 3-Beedroom 2 Bath Private Pool
Private kitchen
Property grounds
Living area
Private kitchen
Exceptional
(177 reviews)

Relaxing Manasota Key Condo #213 on the Gulf

Englewood

7% off
£765
for 7 nights, 1 apartment
£109 per night
includes taxes & fees
Relaxing Manasota Key Condo #213 on the Gulf
Living area
Private kitchen
Room
Exterior
Exceptional
(11 reviews)

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

Siesta Key

7% off
£6,898
for 7 nights, 1 home
£985 per night
includes taxes & fees
Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!
Outdoor fire pit. Please note guests are responsible for refilling propane
additional bar area seating
sliding door in kitchen leads to patio area
Front (living) room
Exceptional
(129 reviews)

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

Sarasota

5% off
£2,660
for 7 nights, 1 home
£380 per night
includes taxes & fees
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
Property grounds
Ariel View
Living area
Exterior
Exceptional
(31 reviews)

3's Company-"Villa Jack"-1 Block from Gulf of Mexico, 300 feet to the Gulf

Englewood

7% off
£1,142
for 7 nights, 1 home
£163 per night
includes taxes & fees
3's Company-"Villa Jack"-1 Block from Gulf of Mexico, 300 feet to the Gulf
Walk through Kitchen with all amenities
Large Living Space with HD Flat Screen TV, Cable, DVD Player and Wi-Fi
Room
Living area
Wonderful
(135 reviews)

Venice Island / Venice Beach Luxury Villa

Venice

7% off
£1,171
for 7 nights, 1 villa
£167 per night
includes taxes & fees
Venice Island / Venice Beach Luxury Villa
Welcome to Chasing The Sun
Interior
Dining area
Art deco window in front of sun room with table and chairs
Exceptional
(25 reviews)

Adorable Lido Beach Home- walk to beach and St. Armand's

Sarasota

8% off
£2,490
for 7 nights, 1 home
£356 per night
includes taxes & fees
Adorable Lido Beach Home- walk to beach and St. Armand's
Private kitchen
Outdoor dining
two comfortable lazy boys
sculpture Park right next door the lemon Bay cottage.
Exceptional
(60 reviews)

Charming Lemon Bay Cottage in Historic Englewood Village

Englewood

7% off
£808
for 7 nights, 1 cottage
£115 per night
includes taxes & fees
Charming Lemon Bay Cottage in Historic Englewood Village
Dining
View of Sarasota Bay from balcony
View from roof of pool, dock, hot tub
Living room taken from master bedroom door
Wonderful
(160 reviews)

Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit

Siesta Key

7% off
£2,013
for 7 nights, 1 apartment
£288 per night
includes taxes & fees
Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit
Neatly appointed 2nd bedroom with twin beds.
Country Livin' - a shaded front porch with swing and rocker.
Ample counter space and pass through - great for home cooking and entertaining.
Welcome to the Coral Cottage Englewood, where life is simple and easy..!
Exceptional
(5 reviews)

"Coral Cottage" Coastal Getaway 2/2 Pool Home With Golf Cart Close To Beach!

Englewood

8% off
£1,616
for 7 nights, 1 home
£231 per night
includes taxes & fees
"Coral Cottage" Coastal Getaway 2/2 Pool Home With Golf Cart Close To Beach!
Property grounds
Beach
Exterior
Dining
Wonderful
(16 reviews)

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

Siesta Key

8% off
£2,206
for 7 nights, 1 apartment
£315 per night
includes taxes & fees
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
Living area
Beach
Interior
Arial view of the building - right on the beach!
Exceptional
(23 reviews)

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

Siesta Key

8% off
£2,803
for 7 nights, 1 apartment
£400 per night
includes taxes & fees
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Dining area from living area
Kitchen renovated Fall 2013/Spring 2014
Room
exercise room in main building
Exceptional
(107 reviews)

Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price

Siesta Key

6% off
£1,890
for 7 nights, 1 apartment
£270 per night
includes taxes & fees
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Aerial view of Manasota Key
Outdoor dining area overlooking the water.Intimate setting with fire pit tables.
lush landscaping surrounding the outdoor dining next door.
living room
Exceptional
(105 reviews)

Manasota Key Condo! Private Beach access.Gulf and Bay views

Englewood

7% off
£1,087
for 7 nights, 1 apartment
£155 per night
includes taxes & fees
Manasota Key Condo! Private Beach access.Gulf and Bay views
Dusk view of front of building
Washer dryer
Living room with pullout couch
12 game arcade
Exceptional
(15 reviews)

A+ location clean 2 BR condo w pool arcade pets ok

Siesta Key

8% off
£1,973
for 7 nights, 1 apartment
£282 per night
includes taxes & fees
A+ location clean 2 BR condo w pool arcade pets ok
Interior
Private kitchen
Room
Exterior detail
Exceptional
(34 reviews)

Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!

Sarasota

7% off
£1,318
for 7 nights, 1 home
£188 per night
includes taxes & fees
Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!
Exterior
Marina
Living area
Private kitchen
Exceptional
(37 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
£2,067
for 7 nights, 1 apartment
£295 per night
includes taxes & fees
Siesta Key Beachside Condo-direct beach access
Room
Sunset Royale Condominiums
Interior
Property grounds
Exceptional
(52 reviews)

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

Siesta Key

7% off
£1,635
for 7 nights, 1 apartment
£234 per night
includes taxes & fees
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Exterior
Interior
Private kitchen
Private kitchen
Exceptional
(11 reviews)

New Pet Friendly Cozy Townhome close to Beaches!

Nokomis

6% off
£704
for 7 nights, 1 home
£101 per night
includes taxes & fees
New Pet Friendly Cozy Townhome close to Beaches!
Interior
Dining
Terrace/patio
Exterior
Exceptional
(11 reviews)

Beach House in Venice Florida, welcome to paradise.

Venice

6% off
£1,557
for 7 nights, 1 home
£222 per night
includes taxes & fees
Beach House in Venice Florida, welcome to paradise.
Entry shelves with extra beach towels, cooler, futon blankets, etc
Private rear patio
Living Room, makeup vanity or desk, and kitchen
New Queen Bed with plenty of pillows to choose to your liking.
Exceptional
(19 reviews)

Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!

Siesta Key

8% off
£1,790
for 7 nights, 1 apartment
£256 per night
includes taxes & fees
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
Pool
Enclosed patio area with private pool
Interior
Property grounds
Exceptional
(55 reviews)

Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

Sarasota

5% off
£2,306
for 7 nights, 1 home
£329 per night
includes taxes & fees
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
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Why visit Casey Key

  • Stunning beaches: Casey Key is renowned for its beautiful sandy shores, perfect for sunbathing and relaxation.
  • Outdoor activities: Engage in various water sports or explore scenic parks, enhancing your connection with nature.
  • Charming atmosphere: The area boasts a delightful blend of serenity and vibrant coastal life, ideal for romantic strolls.
  • Family-friendly fun: Enjoy a range of activities suitable for all ages, making it a perfect destination for families.
  • Unique accommodation: Stay in private vacation homes or condos, offering comfort and a home-like experience by the beach.

Popular types of accommodation around Casey Key

Casey Key, Florida, offers a tranquil escape with stunning beaches and a vibrant coastal atmosphere. Visitors can explore the pristine shoreline, indulge in water sports, or simply relax amidst the natural beauty. The area boasts a selection of houses, condos, and apartments, perfect for families or couples seeking a memorable getaway. Enjoy the charm of this idyllic location with our carefully curated Casey Key vacation rentals, ensuring a delightful stay in this coastal paradise.

  • Houses: The top choice for holidaymakers in Casey Key, offering spacious and comfortable living for families and groups.
  • Condos: A popular option, providing modern amenities and often stunning sea views, perfect for couples or small families.
  • Apartments: A convenient and flexible choice for visitors, ideal for shorter stays with essential facilities.
  • Villas: Luxurious and expansive, these properties offer a blend of comfort and elegance for an upscale getaway.
  • Cottages: Charming and quaint, these homes provide a cosy atmosphere for a relaxing retreat.**

Top attractions in and around Casey Key

Casey Key, Florida, offers a delightful escape for families and outdoor enthusiasts, with its stunning beaches perfect for sunbathing and water activities. Visitors can explore beautiful urban parks and enjoy the scenic views at the local jetty pier. Whether you're looking to relax on the sandy shores or engage in family-friendly activities, Casey Key provides a charming setting for a memorable vacation experience.

  • Nokomis Beach: A beautiful stretch of sandy shore within Casey Key, Nokomis Beach offers a relaxing atmosphere with stunning sunsets and gentle waves, perfect for sunbathing and swimming.
  • Venice Fishing Pier: Family-friendly and located nearby, this picturesque pier is ideal for fishing, strolling, and enjoying scenic views of the coastline and local wildlife.
  • Point of Rocks: A natural rocky outcrop offering breathtaking scenery, this spot is perfect for outdoor enthusiasts looking to explore tide pools and marine life.

Things to do recommended for couples

Seeking romance in Casey Key? Enjoy sunset walks along the pristine beaches, or indulge in a candlelit dinner at a beachfront restaurant. For a unique experience, take a private boat tour to explore the stunning coastline together. It’s the perfect backdrop for an unforgettable couple’s getaway.

Things to do recommended for families

Families will love exploring the pristine beaches of Casey Key, where children can build sandcastles and search for seashells. Enjoy a day of kayaking through the serene waters or take a scenic bike ride along the coastline for a delightful local experience.

Things to do recommended for groups

Groups visiting Casey Key can experience adventure at TreeUmph. Adventure Course, a thrilling zipline and ropes course located 32km away. Enjoy the outdoor vibes and challenge yourselves with exhilarating activities that foster teamwork and fun in a beautiful natural setting.

*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

If you're travelling with a group, family, pets, or seeking longer stays, be sure to apply the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Casey Key with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Casey Key with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Casey Key: For many, a family getaway isn’t truly a family affair without their furry companion by their side. If you can relate to this, take a look at 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 in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can quickly discover and save on monthly accommodations. Don’t forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Casey Key

Casey Key, Florida, is a picturesque beachfront getaway where relaxation meets family-friendly fun. Visitors can enjoy the tranquil sands of Nokomis Beach or explore the charming atmosphere of nearby Siesta Key. With its stunning scenery and sunny weather, Casey Key offers the perfect backdrop for romantic strolls and outdoor adventures. Whether lounging on the beach or indulging in local cuisine, your stay promises to be a delightful blend of serenity and vibrant coastal life.

  • Siesta Key: Siesta Key is a picturesque island located a mere 16km from Casey Key, renowned for its stunning beaches and vibrant outdoor atmosphere. Visitors flock to this charming locale for a family-friendly experience, filled with sun-soaked days on the powdery sands. Notable attractions include the expansive Siesta Key Beach, celebrated for its soft, white quartz sand, perfect for relaxing or building sandcastles. The area also features a delightful selection of resorts, shopping centres, and recreational areas, ensuring an enjoyable stay for all ages.
  • Venice: Situated just 6km from Casey Key, Venice is a delightful city that combines beachside charm with outdoor adventures. Known for its well-maintained golf courses and recreational areas, Venice is perfect for families seeking both relaxation and activity. The beautiful Venice Beach offers a serene atmosphere, ideal for sunbathing or enjoying a leisurely stroll along the shore. Visitors can also explore the vibrant town neighbourhood, where dining and shopping options abound, making it a fantastic spot for both relaxation and exploration.
  • Nokomis: Nokomis is the city that envelops Casey Key, presenting a unique blend of beach access and outdoor activities. This charming locale attracts families eager to enjoy the warm Florida sun and the inviting beaches. The recreational areas and golf courses provide ample opportunity for both relaxation and activity, catering to visitors of all interests. With its close proximity to Casey Key, you’ll find easy access to beautiful beaches and a welcoming community, making Nokomis a perfect base for your holiday adventures.

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. Peak season runs from February to April, while off-peak times, like September to November tend to have fewer bookings and better deals.

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

Booking with Vrbo is a breeze

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a significant difference, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, feel free to utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your journeys, allowing you to start new trips, continue from where you last left off, or organise all your travel arrangements in one place. Here, you can easily access your saved or booked properties, organised under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/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 Venice 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)
  • Venice Beach (4.6 mi / 7.4 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)

Frequently asked questions

What is the most popular type of holiday rental 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. Vrbo has holiday rentals of all sizes, shapes and budgets, and we'll help you locate your ideal fit.
How much does it cost to rent a holiday rental 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 Vrbo holiday rentals 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 Vrbo 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 rentals in Casey Key?
With 75 holiday rentals that allow pets, your furry buddy can join you on your Casey Key break. Use our filter tool to browse our pet-friendly holiday rentals and find a holiday home that'll set tails wagging on Vrbo.
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 rentals and every day will be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the ideal place for a splashing good time!
What are popular rental amenities in Casey Key?
Some of the most popular rental 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, Vrbo holiday properties have the best amenities for starting a new adventure with the people closest to you.
Are there large group holiday rentals 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, Vrbo will help you find a large group rental that fits the occasion.
Are there holiday rentals 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 rentals 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 rentals 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 rentals with WiFi in Casey Key?
Take your pick of 18 holiday rentals 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 Vrbo.
How can I find holiday rentals with air conditioning in Casey Key?
Casey Key has 73 holiday rentals where you'll be able to chill out in air-conditioned comfort. To locate a stay on Vrbo 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 rental in Casey Key?
The minimum age is typically 16, 18 or 21. It can vary from one property to another on Vrbo, so check the rules of your chosen Casey Key stay before booking your stay.
How long can I rent a holiday rental 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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