Oyster Bay Hotels, Sarasota

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12680 Cheap Hotels in Oyster Bay - Specials, Reviews, & Last Minute Deals

Siesta Key Beach Resort and Suites
Outdoor pool, pool loungers
Siesta Key Beach Resort and Suites
2.5 star property
8.8 out of 10, Excellent, (1005)
"Please make checkout time 11am."
Siesta Key Beach Resort and Suites
Tropical Breeze Resort
Lobby sitting area
Tropical Breeze Resort
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Had a wonderful family trip...had everything we needed."
The price is AU$290
includes taxes & fees
29 Sept - 30 Sept
Tropical Breeze Resort
Sandcastle Resort at Lido Beach
Private beach, white sand, sun-loungers, beach umbrellas
Sandcastle Resort at Lido Beach
3.0 star property
7.2 out of 10, Good, (1313)
"Great location & price."
Sandcastle Resort at Lido Beach
Siesta Key Beachside Villas
Beach nearby, white sand, beach towels
Siesta Key Beachside Villas
2.5 star property
8.8 out of 10, Excellent, (752)
"I really loved my stay for the purposes of quick stays. It’s walking distances to all restaurants, bars, shops, & a few mins walk to beach. It’s very convenient. My only 2 complaints would be is the “split A/C units make a lot of noise especially when trying to sleep & the ceiling fans are all the same throughout all rooms. I was in a dead sleep & my ceiling fan light went on twice. I had some other minor issues which were fixed right away. Otherwise it was perfect spot. "
Siesta Key Beachside Villas
The Ringling Beach House
Aerial view
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, (284)
"This was a lovely place. Just loved it. Will be back. "
The Ringling Beach House
Siesta Key Island Rentals
Room amenity
Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (27)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals
The Inn On Siesta Key
The Cabana, 2 Bedroom 2 Bath (1 King, 2 Twins) | Balcony view
The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (164)
"Such a beautiful week maintained property with every thing you could possibly need or want to enjoy the area. ♥️"
The Inn On Siesta Key
Renovated! Private Beachfront Complex with 3 Pools
On the beach
Renovated! Private Beachfront Complex with 3 Pools
9.4 out of 10, Exceptional, (22)
"Property was very clean and suitable for us. Bathroom had some flaws including peeling of the ceiling above tub. Otherwise, newly remodeled."
Renovated! Private Beachfront Complex with 3 Pools
Sand Castle Suites
Condo | Private kitchen
Sand Castle Suites
3.5 star property
7.8 out of 10, Good, (7)
"Short walk to beach and village. Clean. Could use more supplies at the condo. "
The price is AU$797
includes taxes & fees
29 Sept - 30 Sept
Sand Castle Suites
SIESTA KEY BEACH , ROMANTIC UNIT C
Beach nearby
SIESTA KEY BEACH , ROMANTIC UNIT C
9.0 out of 10, Wonderful, (18)
"Communication at first was lost in translation with a bumpy start, but once all was figured out we hit the jackpot with this location. There were some beach chairs, towels and cooler available for us. We brought our own, but definitely appreciate having them if need be. With Florida weather it’s sunny one moment and pouring down rain the next, we appreciate that there were umbrellas also available for us. Shops and restaurants were within walking distance and the beach was literally across the...
SIESTA KEY BEACH , ROMANTIC UNIT C
Jamaica Royale
Beach nearby
Jamaica Royale
4.0 star property
8.0 out of 10, Very good, (7)
"Had a great family vacation! We loved the pools and the Taco Tuesday and band by the beach. Very family friendly. Beautiful beach. "
Jamaica Royale
Beachside Studio Located Across from Main Beach and Half Mile to Village
Property grounds
Beachside Studio Located Across from Main Beach and Half Mile to Village
8.8 out of 10, Excellent, (146)
"Overall everything was good minus the toilet not flushing unless you add water to the top tank everytime. "
The price is AU$444
includes taxes & fees
30 Sept - 1 Oct
Beachside Studio Located Across from Main Beach and Half Mile to Village
Charming Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants
Beach nearby
Charming Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants
8.0 out of 10, Very good, (14)
"A nice small space for short stays. Wish they offered a dresser, had to live a week out of suitcases and there was plenty of room for them to offer a dresser in the closet. Too few places to hang towels to dry outside. Kitchen offering is limited but you can get by. Walking distance to town and beaches."
The price is AU$721
includes taxes & fees
30 Sept - 1 Oct
Charming Beach Cottage Steps to Siesta Beach and Village Shops and Restaurants
"Safe & Clean" Hide-A-Way Suite, only 60 steps to the Siesta Key Public Beach
A heated pool
"Safe & Clean" Hide-A-Way Suite, only 60 steps to the Siesta Key Public Beach
9.6 out of 10, Exceptional, (84)
"Nice place close to the beach "
The price is AU$591
includes taxes & fees
5 Oct - 6 Oct
"Safe & Clean" Hide-A-Way Suite, only 60 steps to the Siesta Key Public Beach
Retreat Half-Mile to Beach/Siesta Key Village
Fridge, microwave, stovetop, dishwasher
Retreat Half-Mile to Beach/Siesta Key Village
8.8 out of 10, Excellent, (28)
"The property was nice, there were three beds and n air mattress with a built in pump. There was also a large backyard and a wagon with all kinds of beach things. There is no garbage disposal in the sink and the laundry unit is not in the main house but besides those things it was a great place to rent. Walking to the beach is totally doable and you can get free rides from the frog bus (whose name I don't remember) just have to tip a couple bucks. "
Retreat Half-Mile to Beach/Siesta Key Village
Fairy-Tale Getaway Private Entry Near Siesta Key
Exterior
Fairy-Tale Getaway Private Entry Near Siesta Key
10.0 out of 10, Exceptional, (14)
"Perfect little spot for a getaway. Short drive or bike ride to the beach. Short drive to the downtown area. Very clean and relaxing."
The price is AU$271
includes taxes & fees
9 Oct - 10 Oct
Fairy-Tale Getaway Private Entry Near Siesta Key
Hibiscus | Perfect Retreat w Access to Heated Pool, 1 Block from Beach, Resort Amenities, & More!
Beach nearby
Hibiscus | Perfect Retreat w Access to Heated Pool, 1 Block from Beach, Resort Amenities, & More!
10.0 out of 10, Exceptional, (4)
"The rental was outstanding. Everything was updated and clean. It was equipped for everything you would need to cook in or eat in. The location was ideal. A block or so from the beach. A couple of blocks from center of the town. The amenities were excellent - pool table, indoor basketball, foosball, hot tub, sitting area. The outside pool was a nice refresher after the beach. We'd definitely stay here again. Dean & Candi Russell"
The price is AU$967
includes taxes & fees
11 Oct - 12 Oct
Hibiscus | Perfect Retreat w Access to Heated Pool, 1 Block from Beach, Resort Amenities, & More!
Newly Fully Updated and Modern, Short Walk to BEACH
Property grounds
Newly Fully Updated and Modern, Short Walk to BEACH
9.8 out of 10, Exceptional, (71)
"Property clean and well may"
The price is AU$833
includes taxes & fees
29 Oct - 30 Oct
Newly Fully Updated and Modern, Short Walk to BEACH
Siesta Key Village-Suite #3: A Block to the Beach!
Beach nearby, sun-loungers, beach towels
Siesta Key Village-Suite #3: A Block to the Beach!
9.4 out of 10, Exceptional, (30)
"Enjoyed our stay! "
Siesta Key Village-Suite #3: A Block to the Beach!
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
Beach nearby
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
7.8 out of 10, Good, (27)
"Let me start by saying that overall this house was OK for our stay. It was just the 2 of us, so we really didn't need anything bigger. As previous reviews said, the shower is small. However, I'm 6'2" tall and about 240 lbs and I was able to use it without much issue. There are some things about the house that, to someone with an eye for it, need a little attention. You can definitely tell the house gets the attention it needs just for rental season to keep it OK. The shelf in the bathroom behind...
The price is AU$719
includes taxes & fees
29 Sept - 30 Sept
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
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Frequently asked questions

What's it like in Oyster Bay?

You'll be sure to have fun exploring Sarasota's Oyster Bay neighbourhood.

If I need to cancel my hotel reservation in Oyster Bay, will I receive a refund?

Yes, you'll find most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of your booking. Add your dates and click on "Search", then use the "fully refundable" filter to view the top deals on offer in Oyster Bay.

What is there to do in this Sarasota neighbourhood?

Siesta Key Beach and Lido Beach are some popular places to visit in the area around Oyster Bay. When you're sightseeing in Sarasota, The Landings and Coconuts Family Entertainment Center are also worth a stop.