Romantic Hotels & Resorts in Siesta Key from AU$283

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Siesta Key Romantic Hotels

This weekend
Next weekend

Our top choices for Siesta Key romantic hotels

Tiny House Sand Dollar near Siesta Key

Tiny House Sand Dollar near Siesta Key
Sarasota
9.0 out of 10, Wonderful, (12 reviews)
"The house was very clean and pretty. Loved how convinient it was and it had everything needed for the stay. The location was also perfect with stores and places to eat at walking distance and the beack a 5 minute drive. "
United States
maria D.
The price is AU$283
includes taxes & fees
28 Apr - 29 Apr
Tiny House Sand Dollar near Siesta Key

Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (39 reviews)
"We had a great stay, having the pool and beach so close was perfect. We appreciated the beach gear and laundry as well. "
United States
Kelsey B.
Completely Remodeled- 150 Yards to Beach and Restaurants!

Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool

Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool
Siesta Key
8.8 out of 10, Excellent, (55 reviews)
"Host was fine"
United States
Jane L.
The price is AU$865
includes taxes & fees
28 Apr - 29 Apr
Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool

Near beach. Daily rentals. Villa 1, Pool. King bed

Near beach. Daily rentals. Villa 1, Pool. King bed
Sarasota
9.6 out of 10, Exceptional, (57 reviews)
"Very clean and great location”"
United States
Attila
The price is AU$472
includes taxes & fees
29 Apr - 30 Apr
Near beach. Daily rentals. Villa 1, Pool. King bed

Sea Turtle- Full Sized living at Tiny House Siesta

Sea Turtle- Full Sized living at Tiny House Siesta
Sarasota
9.4 out of 10, Exceptional, (18 reviews)
"The Tiny House is a perfect location to explore Siesta Key and the surrounding areas. It had just what we needed but was in close proximity (walking distance) to many bars and restaurants but was still exceptionally quiet."
United States
Wayne
The price is AU$307
includes taxes & fees
28 Apr - 29 Apr
Sea Turtle- Full Sized living at Tiny House Siesta

VILLA 5, Siesta Key, Pool View. King Bed. Daily rentals

VILLA 5, Siesta Key, Pool View. King Bed. Daily rentals
Sarasota
9.6 out of 10, Exceptional, (114 reviews)
"Very comfortable beds and linens, extremely clean room and beds. "
United States
Jesica Aznar
The price is AU$420
includes taxes & fees
4 May - 5 May
VILLA 5, Siesta Key, Pool View. King Bed. Daily rentals

LUXURY HOUSE BY THE CANAL ☀️

LUXURY HOUSE BY THE CANAL ☀️
Siesta Key
9.6 out of 10, Exceptional, (118 reviews)
"Was very clean, easy to access, quiet and had all we needed for a great beach vacation."
United States
Denelle G.
The price is AU$786
includes taxes & fees
28 Apr - 29 Apr
LUXURY HOUSE BY THE CANAL ☀️

Siesta Key Village-Suite #4: A block to the Beach!

Siesta Key Village-Suite #4: A block to the Beach!
Siesta Key Village
9.2 out of 10, Wonderful, (41 reviews)
"A great location with easy walk to the beach!"
United States
Alan M.
Siesta Key Village-Suite #4: A block to the Beach!

Tiny Coral Oasis- beachy tiny house for your getaway

Tiny Coral Oasis- beachy tiny house for your getaway
Sarasota
9.0 out of 10, Wonderful, (20 reviews)
"Cute tiny house Clean and comfortable Had a great time"
United States
DeAnna T.
The price is AU$283
includes taxes & fees
28 Apr - 29 Apr
Tiny Coral Oasis- beachy tiny house for your getaway

Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!

Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!
Siesta Key Village
8.8 out of 10, Excellent, (15 reviews)
"Nice place! Would stay here again. Perfect location. "
United States
Laura
The price is AU$1,009
includes taxes & fees
4 May - 5 May
Mimosa | Located in Siesta Key Village w/ Heated Pool and Just Steps to Beach!
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.

Top Siesta Key Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Siesta Key?
Are you and your partner looking for a romantic escape? Couples choose Siesta Key for its beaches, sunsets and live music scene. During your trip, you may want to go for a sunset stroll along the water with your love at Siesta Key Beach, Shell Beach or Crescent Beach. Whether you want to be pampered at a spa or enjoy a candlelit dinner, there are 3 hotels and other lodging options in Siesta Key.
What's the best accommodation for a romantic holiday to Siesta Key?
VILLA 5, Siesta Key, Pool View. King Bed. Daily rentals is a favourite hotel for couples, and features in-room kitchens and laundry facilities. Another choice for a stay with your sweetheart is Near beach. Daily rentals. Villa 1, Pool. King bed.
When is the best time of year for a romantic getaway to Siesta Key?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Siesta Key: The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. Average annual precipitation for Siesta Key is 1126 mm.
What is there to do in Siesta Key?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Siesta Key. Couples looking for a little of everything will enjoy Siesta Key for its beaches, sunsets and live music. You might think about visiting Siesta Key Beach, Shell Beach or Crescent Beach.
What's the best way to get to Siesta Key and around town during my romantic getaway?
These transportation options in Siesta Key might help your romantic trip get off to a smooth start: To get to Siesta Key, book a flight to Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), which is the closest major airport, located 7.8 mi (12.5 km) from the city centre. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia