Saint Armands Key holiday rentals

We found 5,474 holiday rentals — enter your dates for availability
Discover a selection of 19 homes and other holiday rentals in Saint Armands Key that are perfect for your trip. Holiday rentals provide the amenities that you need and want for you and your friends, family or even pets, such as air conditioning and cable TV. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Saint Armands Key

Showing deals for:25 Dec - 1 Jan

kitchen window overlooking private backyard
Kitchen area with open concept…to right is door to car port/screened porch
2 bikes (w/ bike lock) avail for your use, enjoy a cruise in the neighborhood
living room area/ceiling fans throughout home
Exceptional
(31 reviews)

Chic cottage, Vamo area, close to beaches, pet friendly, kayaks, large backyard

Sarasota

5% off
AU$2,544
for 7 nights, 1 cottage
AU$363 per night
includes taxes & fees
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks, large backyard
Living area
Living area
Private kitchen
Interior
Very good
(8 reviews)

Sarasota Modern Home minutes to Siesta & Downtown

Sarasota

5% off
AU$3,257
for 7 nights, 1 home
AU$465 per night
includes taxes & fees
Sarasota Modern Home minutes to Siesta & Downtown
Interior
Living area
Outdoor dining
Exterior detail
Exceptional
(6 reviews)

New modern home with salt water heated pool located minutes from SiestaKey Beach

Sarasota

8% off
AU$17,711
for 7 nights, 1 home
AU$2,530 per night
includes taxes & fees
New modern home with salt water heated pool located minutes from SiestaKey Beach
Dining
Living area
Living area
Room
Exceptional
(212 reviews)

Exceptional Five Star Sarasota Cottage Old Florida Charm Dogs Stay Free

Sarasota

7% off
AU$2,433
for 7 nights, 1 home
AU$348 per night
includes taxes & fees
Exceptional Five Star Sarasota Cottage Old Florida Charm Dogs Stay Free
Exterior
Private kitchen
Living area
Terrace/patio
Exceptional
(7 reviews)

A cozy, perfectly located house!

Sarasota

7% off
AU$2,972
for 7 nights, 1 home
AU$425 per night
includes taxes & fees
A cozy, perfectly located house!
Outdoor dining
Exterior detail
Dining
Living area
Exceptional
(33 reviews)

Downtown Sarasota near Lido and Siesta

Sarasota

8% off
AU$2,898
for 7 nights, 1 home
AU$414 per night
includes taxes & fees
Downtown Sarasota near Lido and Siesta
Property grounds
Beach
Cozy Cottage Decor
Living area
Exceptional
(57 reviews)

Cozy cottage in Gulf Gate to relax year-round in beautiful Sarasota.

Sarasota

7% off
AU$1,985
for 7 nights, 1 home
AU$284 per night
includes taxes & fees
Cozy cottage in Gulf Gate to relax year-round in beautiful Sarasota.
Room
Private kitchen
Living area
Interior
Exceptional
(5 reviews)

Central City Condominiums #203 2BR/2BA

Sarasota

7% off
AU$2,208
for 7 nights, 1 apartment
AU$315 per night
includes taxes & fees
Central City Condominiums #203 2BR/2BA
Private kitchen
Dining
Interior
Living area
Exceptional
(53 reviews)

400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.

Siesta Key

8% off
AU$7,933
for 7 nights, 1 home
AU$1,133 per night
includes taxes & fees
400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.
Dining
Property grounds
Living area
Private kitchen
Exceptional
(7 reviews)

Roaring 20s Bungalow - Laurel Park - Outdoor Space - 3-Bedroom, 3-Bathroom

Sarasota

8% off
AU$6,847
for 7 nights, 1 home
AU$978 per night
includes taxes & fees
Roaring 20s Bungalow - Laurel Park - Outdoor Space - 3-Bedroom, 3-Bathroom
Living room and Kitchen
View from our balcony of 512A
Fitness center - photo 1
Exterior
Exceptional
(6 reviews)

Modern Arts District Retreat • Walk to The Bay & Van Wezel • Near Ringling

Sarasota

8% off
AU$3,318
for 7 nights, 1 apartment
AU$474 per night
includes taxes & fees
Modern Arts District Retreat • Walk to The Bay & Van Wezel • Near Ringling
Interior
Beach
King bed
Living area
Exceptional
(24 reviews)

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

Siesta Key

8% off
AU$5,225
for 7 nights, 1 apartment
AU$746 per night
includes taxes & fees
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Fitness room
Interior
Living area
Exterior
Exceptional
(9 reviews)

Luxe Getaway! 2 Mins from Downtown Sarasota , 7 Mins from Airport/Lido Beach!

Sarasota

7% off
AU$2,136
for 7 nights, 1 apartment
AU$305 per night
includes taxes & fees
Luxe Getaway! 2 Mins from Downtown Sarasota , 7 Mins from Airport/Lido Beach!
Dining
Room
Interior
Interior
Excellent
(23 reviews)

Centrally Located Charming Beach Suite in Sarasota

Sarasota

8% off
AU$1,193
for 7 nights, 1 apartment
AU$170 per night
includes taxes & fees
Centrally Located Charming Beach Suite in Sarasota
Dresser
Dusk view of front of building
Robin Hood Rentals golf carts bikes etc
Living room with smart tv
Exceptional
(15 reviews)

Siesta Key Village • Pool • Walk to Beach • Pets

Siesta Key

8% off
AU$5,693
for 7 nights, 1 apartment
AU$813 per night
includes taxes & fees
Siesta Key Village • Pool • Walk to Beach • Pets
Living area
Private kitchen
Interior
Exterior detail
Exceptional
(34 reviews)

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

Sarasota

7% off
AU$2,455
for 7 nights, 1 home
AU$351 per night
includes taxes & fees
Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!
Property grounds
Marina
Private kitchen
Exterior
Exceptional
(41 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
AU$3,865
for 7 nights, 1 apartment
AU$552 per night
includes taxes & fees
Siesta Key Beachside Condo-direct beach access
Dining
Property grounds
Outdoor dining
Living area
Very good
(13 reviews)

Downtown Sarasota Florida Vacation Rental 3BR/1.5BA House, Near Beaches, Unit 1

Sarasota

7% off
AU$1,454
for 7 nights, 1 home
AU$208 per night
includes taxes & fees
Downtown Sarasota Florida Vacation Rental 3BR/1.5BA House, Near Beaches, Unit 1
Private kitchen
Interior
Interior
Pool
Exceptional
(26 reviews)

Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach

Sarasota

8% off
AU$6,786
for 7 nights, 1 home
AU$969 per night
includes taxes & fees
Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach
Room
Private kitchen
Living area
Dining
Exceptional
(5 reviews)

Literally 3 mins from Siesta with its number 1 beaches!!!! Location! Location!

Sarasota

8% off
AU$4,668
for 7 nights, 1 apartment
AU$667 per night
includes taxes & fees
Literally 3 mins from Siesta with its number 1 beaches!!!! Location! Location!
Property grounds
Enclosed patio area with private pool
Interior
Pool
Exceptional
(57 reviews)

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

Sarasota

5% off
AU$4,916
for 7 nights, 1 home
AU$702 per night
includes taxes & fees
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
Interior
Sunset Royale Condominiums
Property grounds
Interior
Exceptional
(53 reviews)

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

Siesta Key

8% off
AU$3,521
for 7 nights, 1 apartment
AU$503 per night
includes taxes & fees
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Living Room, makeup vanity or desk, and kitchen
Private rear patio
New Queen Bed with plenty of pillows to choose to your liking.
Entry shelves with extra beach towels, cooler, futon blankets, etc
Exceptional
(21 reviews)

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

Siesta Key

8% off
AU$3,863
for 7 nights, 1 apartment
AU$552 per night
includes taxes & fees
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
  • 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

Frequently asked questions

When is the best time to visit Saint Armands Key for a holiday rental?
The best time to visit Saint Armands Key for a holiday rental is during the peak season from January to March, with March being particularly popular. This bustling period attracts travellers seeking sun-soaked days and vibrant beach activities, making it ideal for those looking to enjoy the stunning coastline and engage in water sports.During these months, the weather is typically warm and inviting, with temperatures ranging from 15 to 25 degrees Celsius. This delightful climate is superb for outdoor activities such as kayaking, paddleboarding, and leisurely strolls along the pristine beaches. Visitors can also explore the charming shops and restaurants at St. Armands Circle, all while basking in the pleasant atmosphere of this picturesque location.For those who prefer a quieter experience and are looking for more economical options, consider visiting in October. This month offers milder temperatures and a more relaxed pace, allowing you to enjoy the beauty of Saint Armands Key without the crowds. It's a lovely time for leisurely beach walks and taking in the natural beauty of the area.Ultimately, whether you choose the lively energy of the peak season or the tranquil charm of October, Saint Armands Key provides a variety of experiences that cater to all preferences.
What are the top attractions in Saint Armands Key, Florida, United States of America?
Saint Armands Key is well-known for its beautiful shopping district, featuring a variety of boutiques, galleries, and restaurants centred around St. Armands Circle. Visitors can enjoy a leisurely stroll through this vibrant area, taking in its unique architecture and lush landscaping. The nearby Lido Beach offers pristine sands and tranquil waters, great for sunbathing and swimming.For those interested in nature, the Ringling Museum of Art is a short drive away, showcasing impressive art collections and stunning gardens. Additionally, the nearby Mote Marine Laboratory & Aquarium provides an engaging experience for families, offering insights into marine life and conservation efforts.
Are all fees included in the Saint Armands Key holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Saint Armands Key holiday homes with parking?
Stayz offers a wide selection of holiday homes in Saint Armands Key with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Saint Armands Key holiday homes?
You can find great discounts on holiday homes in Saint Armands Key on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Saint Armands Key holiday home booking on Stayz?
To find Saint Armands Key holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Saint Armands Key?
A long-stay holiday home in Saint Armands Key is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Saint Armands Key holiday home?
Book your Saint Armands Key holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Saint Armands Key?
Prices for holiday homes in Saint Armands Key vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Saint Armands Key to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.