Find Romantic Hotels in Siesta Key, FL from CA $272

  • 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

Check availability on Siesta Key Romantic Hotels

Our top choices for Siesta Key romantic hotels

Interior

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 CA $162
CA $294 total
includes taxes & fees
Mar 26 - Mar 27
Tiny House Sand Dollar near Siesta Key
Beach nearby, beach umbrellas

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
South Village
8.8 out of 10, Excellent, (85 reviews)
"106A was great - loved the sitting area right outside our door. Also loved that the beach chairs and umbrella were in a bedroom closet. Showers were great too. Will likely stay here again."
United States
Margaret
The price is CA $265
CA $530 total
includes taxes & fees
Mar 22 - Mar 23
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
Marina

1 mile to Siesta Key! Early Bird Special & Low Wkly Rates! Heated Pool! BBQ

1 mile to Siesta Key! Early Bird Special & Low Wkly Rates! Heated Pool! BBQ
Sarasota
9.6 out of 10, Exceptional, (124 reviews)
"You are in your own piece of paradise when you stay here. Many amenities available. Ven, our host was always available when needed."
United States
Elizabeth D.
The price is CA $378
CA $767 total
includes taxes & fees
Mar 22 - Mar 23
1 mile to Siesta Key! Early Bird Special & Low Wkly Rates! Heated Pool! BBQ
Pool

Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Condo with Private Beach Access, Great Shared Amenities - Private Beach House
Siesta Key
9.2 out of 10, Wonderful, (45 reviews)
"Very nice property! Beautiful beach! We had a problem with one of the showers and it was solved right away.The communication with the management was excellent , they reached to us several times though texts to make sure everything was ok.We highly recommend this property!"
United States
Fernanda L.
The price is CA $237
CA $1,132 total
includes taxes & fees
Mar 22 - Mar 23
Condo with Private Beach Access, Great Shared Amenities - Private Beach House
A heated pool

Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly

Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly
Siesta Key Village
9.8 out of 10, Exceptional, (77 reviews)
"This house was clean and in a perfect location within walking distance to the beach and the village. Perfect size for our family of 5 for a 2 night stay in November."
United States
Patrick G.
The price is CA $446
CA $1,312 total
includes taxes & fees
Mar 23 - Mar 24
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly
Beach nearby, beach umbrellas

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

Bright & Beachy–Beach Club Siesta Key 100A by RVA
South Village
9.0 out of 10, Wonderful, (113 reviews)
"Enjoyable stay "
United States
Brian
The price is CA $247
CA $509 total
includes taxes & fees
Apr 15 - Apr 16
Bright & Beachy–Beach Club Siesta Key 100A by RVA
Terrace/patio

Tiny House Flamingo - free WiFi

Tiny House Flamingo - free WiFi
Sarasota
8.4 out of 10, Very good, (6 reviews)
"I enjoyed the home and the convenience. I wish prior to my arrival I had easy access to information about renting bikes and beach chairs. The home was convenient enough to ride a bike to the beach. Parking at siesta is impossible unless you leave early in the morning. I also wasn’t aware of public transportation. All of that would be great to know before arriving. The bed was comfortable. I wish also I knew a bit more about the mostly cold shower. We used hot water only but was still cold. The...
United States
Bonnie W.
The price is CA $146
CA $272 total
includes taxes & fees
Mar 31 - Apr 1
Tiny House Flamingo - free WiFi
Beach nearby, sun loungers, beach towels

VILLA 5 · Pool view. King bed. Daily rentals

VILLA 5 · Pool view. King bed. Daily rentals
Sarasota
9.8 out of 10, Exceptional, (111 reviews)
"Very comfortable beds and linens, extremely clean room and beds. "
United States
Jesica Aznar
The price is CA $221
CA $411 total
includes taxes & fees
Apr 12 - Apr 13
VILLA 5 · Pool view. King bed. Daily rentals
Beach nearby

· King bed . Pool. Daily rentals

· King bed . Pool. Daily rentals
South Village
9.8 out of 10, Exceptional, (32 reviews)
"Private, nice, and new Easy access Would stay again "
United States
Frederick
The price is CA $221
CA $411 total
includes taxes & fees
Apr 12 - Apr 13
· King bed . Pool. Daily rentals
Beach nearby, beach umbrellas

Spacious 2BR Close to World-Famous Sand Beach Club at Siesta Key #102A by RVA

Spacious 2BR Close to World-Famous Sand Beach Club at Siesta Key #102A by RVA
South Village
9.2 out of 10, Wonderful, (93 reviews)
"Really nice place to stay "
United States
Claudia
The price is CA $290
CA $671 total
includes taxes & fees
Mar 25 - Mar 26
Spacious 2BR Close to World-Famous Sand Beach Club at Siesta Key #102A by RVA
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

Top Siesta Key Hotel Reviews

Captiva Beach Resort

Captiva Beach Resort

8/10 Good
"Pool was enjoyable, staff was friendly. Room was clean. Only complaint is that our room was cleaned with some very strongly scented cleaning products and we had to air the suite out for several hours after we arrived. The towels and sheets were also strongly scented. This is difficult for people with sensitivities to fragrances. Also our room was in the corner next to the housekeeping closet and there were laundry bins and cleaning carts directly outside our room for the majority of the time we were there. Overall good location and nice courtyard area. "
Laura 2-night trip
Posted 2 days ago
Captiva Beach Resort

Frequently asked questions

Searching for romantic hotels in Siesta Key?
Are you in need of 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 soak in a hot tub or enjoy a candlelit dinner, there are 3 hotels and other lodging options in Siesta Key.
What's the best hotel for a romantic getaway to Siesta Key?
VILLA 5 · Pool view. King bed. Daily rentals is a favorite hotel for couples, and features an outdoor pool and laundry facilities. Another choice for a romantic stay is Near beach. Daily rentals. 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, check out these details about year-round temperatures in Siesta Key: The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Siesta Key is 44 inches.
What is there to do in Siesta Key?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Siesta Key has to offer. 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 getaway go off without a hitch: To get to Siesta Key, book a flight to Sarasota-Bradenton Intl. Airport (SRQ), which is the closest major airport, located 7.8 mi (12.5 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia