Saint Armands Key holiday homes

We found 5,350 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:18 Dec - 25 Dec

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

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

Sarasota

5% off
NZ$2,972
for 7 nights, 1 cottage
NZ$425 per night
includes taxes & fees
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks, large backyard
Private kitchen
Living area
Exterior detail
Living area
Very good
(8 reviews)

Sarasota Modern Home minutes to Siesta & Downtown

Sarasota

5% off
NZ$4,003
for 7 nights, 1 home
NZ$572 per night
includes taxes & fees
Sarasota Modern Home minutes to Siesta & Downtown
Private kitchen
Property grounds
Pool
Room
Exceptional
(53 reviews)

BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

Sarasota

7% off
NZ$5,813
for 7 nights, 1 villa
NZ$830 per night
includes taxes & fees
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Large 8 person spa
Screened Lania
Kitchen. All new appliances
Shed for bikes and pool equipment
Exceptional
(21 reviews)

7 minute walk to Siesta Key beach. Large heated pool/spa. Very private.1/2 acre

Siesta Key

8% off
NZ$17,938
for 7 nights, 1 home
NZ$2,563 per night
includes taxes & fees
7 minute walk to Siesta Key beach. Large heated pool/spa. Very private.1/2 acre
Dining
Exterior detail
Living area
Outdoor dining
Exceptional
(33 reviews)

Downtown Sarasota near Lido and Siesta

Sarasota

8% off
NZ$3,537
for 7 nights, 1 home
NZ$505 per night
includes taxes & fees
Downtown Sarasota near Lido and Siesta
Private kitchen
BACKYARD OASIS WITH PRIVATE POOL
3RD LEVEL IS WHERE THE HOME IS LOCATED
Exterior
Exceptional
(52 reviews)

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

Siesta Key

8% off
NZ$21,847
for 7 nights, 1 home
NZ$3,121 per night
includes taxes & fees
NO Bunks-King beds, Garage Parking, Private Beach Access-Less Crowded
Interior
Private kitchen
Living area
Exterior
Exceptional
(5 reviews)

Central City Condominiums #203 2BR/2BA

Sarasota

7% off
NZ$2,247
for 7 nights, 1 apartment
NZ$321 per night
includes taxes & fees
Central City Condominiums #203 2BR/2BA
75" TV perfect for movie nights.
Sophisticated and serene Mediterranean beach home.
Large dining room opens to living area, offering seamless entertaining space.
Living area w/views of pool, jacuzzi and canal offering easy indoor-outdoor flow
Exceptional
(14 reviews)

Casa del Siesta— Mediterranean Luxury by the Beach with Pool, Spa & Private Dock

Siesta Key

7% off
NZ$13,216
for 7 nights, 1 home
NZ$1,888 per night
includes taxes & fees
Casa del Siesta— Mediterranean Luxury by the Beach with Pool, Spa & Private Dock
King bed
Beach
Living area
Interior
Exceptional
(24 reviews)

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

Siesta Key

8% off
NZ$6,409
for 7 nights, 1 apartment
NZ$916 per night
includes taxes & fees
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
exercise room in main building
Kitchen renovated Fall 2013/Spring 2014
Room
activity area in main building
Exceptional
(108 reviews)

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

Siesta Key

6% off
NZ$4,248
for 7 nights, 1 apartment
NZ$607 per night
includes taxes & fees
Palm Bay Club - Bayfront Large 2/2 Condo - Reasonable Price
Outdoor fire pit. Please note guests are responsible for refilling propane
additional bar area seating
Pool
sliding door in kitchen leads to patio area
Exceptional
(129 reviews)

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

Sarasota

5% off
NZ$5,454
for 7 nights, 1 home
NZ$779 per night
includes taxes & fees
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
Living room with connected enclosed patio
Siesta Key Beaches are ranked in the global top-10
Plenty of room to host an evening in
Main bedroom with direct access to enclosed balcony
Exceptional
(14 reviews)

Sundeck with Ocean View, Private Access to Beach & 500ft to the Village

Siesta Key

8% off
NZ$9,072
for 7 nights, 1 apartment
NZ$1,296 per night
includes taxes & fees
Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Interior
Room
Interior
Interior
Excellent
(23 reviews)

Centrally Located Charming Beach Suite in Sarasota

Sarasota

7% off
NZ$1,193
for 7 nights, 1 apartment
NZ$170 per night
includes taxes & fees
Centrally Located Charming Beach Suite in Sarasota
Living area
Pool
Interior
Exterior
Exceptional
(16 reviews)

A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool

Siesta Key

8% off
NZ$24,770
for 7 nights, 1 home
NZ$3,539 per night
includes taxes & fees
A Private Siesta Key Waterfront Estate with Extraordinary Indoor/Outdoor Pool
Interior
Sports court
Exterior
Terrace/patio
Exceptional
(183 reviews)

Amazing 1 Br/1 Ba Condo at Casa Mar

Siesta Key

7% off
NZ$4,660
for 7 nights, 1 apartment
NZ$666 per night
includes taxes & fees
Amazing 1 Br/1 Ba Condo at Casa Mar
Living room with smart tv
Dusk view of front of building
Robin Hood Rentals golf carts bikes etc
Living room with pullout couch
Exceptional
(15 reviews)

Siesta Key Village • Pool • Walk to Beach • Pets

Siesta Key

8% off
NZ$4,859
for 7 nights, 1 apartment
NZ$694 per night
includes taxes & fees
Siesta Key Village • Pool • Walk to Beach • Pets
Living area
Marina
Exterior
Private kitchen
Exceptional
(40 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
NZ$4,772
for 7 nights, 1 apartment
NZ$682 per night
includes taxes & fees
Siesta Key Beachside Condo-direct beach access
Room
Private kitchen
Living area
Exterior detail
Exceptional
(34 reviews)

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

Sarasota

7% off
NZ$2,979
for 7 nights, 1 home
NZ$426 per night
includes taxes & fees
Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!
Nice dining with pass thru to kitchen, 4 extra stools for guest seating
Unit #309 View from balcony and living room
Lounge by our  Heated Pool or Enjoy a Rejuvenating Sauna, visible on TV channel
Nice open Great Room, high ceilings, one of sofa's is queen sleeper, ceiling fan
Exceptional
(100 reviews)

Steps to Siesta Key Beach, Condo w/View

Siesta Key

8% off
NZ$5,605
for 7 nights, 1 apartment
NZ$801 per night
includes taxes & fees
Steps to Siesta Key Beach, Condo w/View
Room
Interior
Private kitchen
Interior
Exceptional
(26 reviews)

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

Sarasota

8% off
NZ$5,537
for 7 nights, 1 home
NZ$791 per night
includes taxes & fees
Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach
Boat/Fishing Deck
Quiet and safe neighborhood for families to swim, walk, bike, and fish
View of spacious main pool and clubhouse.  Dry sauna and gym inside.
Front Entrance
Exceptional
(102 reviews)

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

Siesta Key

5% off
NZ$7,687
for 7 nights, 1 apartment
NZ$1,098 per night
includes taxes & fees
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
Private kitchen
Private rear patio
Living Room, makeup vanity or desk, and kitchen
New Queen Bed with plenty of pillows to choose to your liking.
Exceptional
(21 reviews)

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

Siesta Key

8% off
NZ$4,667
for 7 nights, 1 apartment
NZ$667 per night
includes taxes & fees
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
Front door
Kitchen is brand new!
Master Closet
Front Room leads into the kitchen.  Faces West.
Exceptional
(61 reviews)

Beautiful Large Home Bike to Siesta Key, quiet neighborhood with LOCAL owners!

Sarasota

8% off
NZ$4,078
for 7 nights, 1 home
NZ$583 per night
includes taxes & fees
Beautiful Large Home Bike to Siesta Key, quiet neighborhood with LOCAL owners!
Interior
Sunset Royale Condominiums
Room
Interior
Exceptional
(53 reviews)

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

Siesta Key

8% off
NZ$3,794
for 7 nights, 1 apartment
NZ$542 per night
includes taxes & fees
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
  • 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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Saint Armands Key holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Saint Armands Key to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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