Plan your trip

A coastal city with a long sandy beach, a marina, and several high-rise buildings.

Search Condos Rentals in Siesta Key from CA $141

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Sign in

  • Be picky

    Search almost a million properties worldwide

  • Find vacation rentals that suit your style

    Cottages

    Condos

    Apartments

    Aparthotels

    Villas

    Cabins

    Houseboats

    Check prices for these dates

    Check prices for these dates, December 14–15, 2026

    View in a map

    Our top choices for Siesta Key condo rentals

    1. Captiva Beach Resort

    A beach with white sand, wooden beach chairs, and a clear blue sky.

    2. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

    A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

    3. Bright & Beachy–Beach Club Siesta Key 100A by RVA

    A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

    4. Heart of Village: Dog-Friendly w/ Pool & Parking

    A beach with a clear sky and calm sea.

    5. Canalfront Siesta key entire King suite

    A beach with a building in the background during sunset.

    6. Cozy 1BR w/ Pool · 4 min from Siesta

    A poolside setting with candles and decorative stones.

    7. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

    A beach with tall grasses and a sunset.

    8. Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

    A room with a sliding glass door leading to an outdoor area with a pool and chairs. There is a brown leather sofa with patterned cushions and a framed picture on the wall.

    9. 5 Minutes from Siesta Key!

    Beach

    10. Have fun at our Sunny Beachside Retreat remodeled head to toe!

    A beach with umbrellas, lounge chairs, and a building in the background.

    11. Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool

    A beach with tall grasses and a sunset.

    12. NEW! Siesta Sunrise | Heated HOA Pool, Steps to Siesta Key Beach, Walk to Siesta Key Village

    A beach with a sunset, a sandy shore, and buildings in the background.

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

    A beach with white sand, a clear blue sky, and tall grasses.

    14. Spacious ~ Private Beach~Shuffleboard~Pool

    A beach with clear turquoise water and a sandy shore.

    15. Updated unit with easy beach access on Siesta Key

    A beach with tall grasses and a sunset.

    16. Turtle Nest

    A covered patio with a sofa, a table, and potted plants.

    17. Charming Poolhouse · 1BR · Close to Siesta

    A poolside setting with candles and decorative stones.

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

    A coastal hotel with multiple buildings, a pool area, and a beach view.

    19. Beach Rd, 300ft to Beach Access & 500ft to Siesta Key Village, 1bdr

    A beach setup with a cart labeled "OCEANTRAX" and a sign indicating "Complementary Beach Gear" including chairs, towels, cooler, cart, umbrella, and blanket.

    20. The Coastal Collection | Two-Unit Coastal Retreat, Community Pool, Steps to Siesta Key Beach

    A bedroom with a bed, a TV mounted on the wall, a ceiling fan, and a view of a swimming pool.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

    View all properties

    Learn more about Siesta Key

    The powdery white sand of Siesta Beach feels cool underfoot even on the hottest summer days. Rent a paddleboard at sunset to glide through the calm Gulf waters and spot dolphins arcing alongside you.

    See all hotels in Siesta Key

    A coastal city with a long sandy beach, a marina, and several high-rise buildings.

    Frequently Asked Questions

    Why book your condo in Siesta Key with Expedia?

    Reserving a condo in Siesta Key is as simple as clicking on your travel dates and choosing an option that has what you need. On the search for something inexpensive or upscale, or a stay that also offers a laundry and kitchen? Use Expedia's search filters to narrow your results even further and find your dream fit.

    How can I find cheap condos in Siesta Key?

    With Expedia's handy filter tool, comparing cheap condos in Siesta Key couldn't be easier. To discover stays that'll make your wallet smile, narrow your search by budget, amenities and star rating.

    Explore a world of travel with Expedia