Monthly Rentals in Siesta Key

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Superhost
Apartment in Sarasota
4.64 out of 5 average rating, 14 reviews

Stylish 2BR Condo w/ Pool- Close to Siesta Key

RebeccaRating, 5 stars2 months ago
This stylish condo IS stylish ! And very comfortable, clean, pleasant, and spacious. We especially enjoyed all the natural light, comfortable furniture, beds, and linens. The decor is very pretty and pleasing. There is a lovely spacious balcony Florida room / lanai which we didn’t use - guess it being January with some cooler weather. Also didn’t use the pool but it looks clean and inviting. Did enjoy driving to nearby beaches for walks, also walked many times to Red Bug Slough park only 1/2 mile away. The condo is very quiet and we felt safe at all times. Had a couple minor plumbing issues which Jessica resolved immediately. Kitchen is well equipped for eating at home. We loved our stay - enjoying a break from northern winter and highly recommend this condo to anyone.
Guest favourite
Apartment in Siesta Key
4.95 out of 5 average rating, 22 reviews

Turtle Cove Condo—Steps to Siesta Key Beach

JaniceRating, 5 stars1 month ago
We love this condo so much we already booked for next year, The location is amazing and we easily walked to beach in 10-20 minutes (depending on wait for traffic.). The outdoors is beautiful and peaceful. There were 3 of us in the condo and the size was perfect. If there is an issue, it is dealt with in 10 minutes and addressed by the team. Pictures on Airbnb are accurate. As a mention, we noticed some damage of chairs on back porch, perhaps related to last hurricane. We assume these will be replaced. The sofa and chairs in living room could use a cleaning....With that said, we find this condo perfect for our 3 week stay.
Superhost
Flat in Siesta Key
5 out of 5 average rating, 4 reviews

Your Beach Bungalow

NicoleRating, 5 stars9 months ago
Beautiful location, just a short walk to Siesta Key beach or the town there. The house had everything you could possibly need for cooking, cleaning, laundry, the beach, etc. The host, Billie, was also very nice and responsive. Highly recommend this stay as it was a great experience!
Superhost
Apartment in Siesta Key
4.88 out of 5 average rating, 26 reviews

Siesta Key Beach Condo w/ pool across from beach

BridgetRating, 5 stars3 weeks ago
Centrally located on the island within walking distance of the public beach plus has a trolley stop out front if you prefer. Everything you could possibly need was available in the condo. Beautiful views of the sunrise. From start to finish, renting from Cassidy & Graeme was an amazing experience!

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Stay near Siesta Key's top sights

Siesta Beach798 locals recommend
Siesta Key Oyster Bar167 locals recommend
Walt's Fish Market Restaurant150 locals recommend
Trader Joe's110 locals recommend
Siesta Key Village91 locals recommend
Captain Curt's Crab & Oyster Bar94 locals recommend

Destinations to explore

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