Book 5 Star Hotels in Siesta Key
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Featured Siesta Key 5 Stars Hotels
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
2.65 mi from city center
$158 nightly
The price is $179 total per night
$179 total
Sep 9 - Sep 10
Total with taxes and fees
Guests of Tropical Beach Resorts enjoy features like 2 outdoor pools, free WiFi in public areas, and coffee in a common area. If you drive, put free parking to good use. A multilingual staff is on hand to assist with tours/tickets and luggage storage. Other amenities at this beach aparthotel include a library, free newspapers, and laundry facilities.
Pool
Kitchen
Cottages at Siesta Key Inn
1105 Point of Rocks Rd Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
2.73 mi from city center
$153 nightly
The price is $173 total per night
$173 total
Sep 22 - Sep 23
Total with taxes and fees
Renovated in 2025, Cottages at Siesta Key Inn offers an outdoor pool, free WiFi in public areas, and a free kid's club. If you plan to drive, free parking is available. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This hotel also has a terrace.
Pool
Pet friendly
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
0.12 mi from city center
$195 nightly
The price is $220 total per night
$220 total
Sep 9 - Sep 10
Total with taxes and fees
Guests staying at Siesta Key Beach Resort and Suites enjoy an outdoor pool, free WiFi in public areas, and a hot tub. Self parking is offered for USD 24.99 per day. Multilingual staff is on hand to answer questions. Additional amenities include free use of bicycles, express check-out, and a terrace.
Pool
Hot Tub
Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
0.1 mi from city center
$171 nightly
The price is $193 total per night
$193 total
Sep 9 - Sep 10
Total with taxes and fees
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Tropical Breeze Resort. If you drive, put free parking to good use. Front-desk staff can assist with luggage storage and tours/tickets. Other amenities at this beach hotel include coffee/tea in a common area, free use of bicycles, and a terrace.
Pool
Hot Tub
Siesta Key Island Rentals
515 Beach Rd Siesta Key FL
0.42 mi from city center
At Siesta Key Island Rentals, guests have access to features like laundry facilities. If you decide to drive, there's free parking.
Washer
Dryer
Siesta Key Beachside Villas
124 Columbus Blvd Siesta Key FL
0.17 mi from city center
$197 nightly
The price is $223 total per night
$223 total
Sep 9 - Sep 10
Total with taxes and fees
Guests of Siesta Key Beachside Villas enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. Self parking is offered for USD 24.99 per day. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach hotel include a terrace, laundry facilities, and a picnic area.
Pool
Free WiFi
SeaSpray Resort
574 Canal Rd Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
0.53 mi from city center
$212 nightly
The price is $239 total per night
$239 total
Sep 28 - Sep 29
Total with taxes and fees
Guests of SeaSpray Resort enjoy features like an outdoor pool, free WiFi in public areas, and express check-in. There's free parking if you drive. The 24-hour front desk has staff standing by to help with dry cleaning or laundry, and answer any questions about the accommodations. Additional amenities include express check-out, laundry facilities, and a garden.
Pool
Pet friendly
The Ringling Beach House
523 Beach Road Siesta Key FL
0.45 mi from city center
Guests of The Ringling Beach House enjoy features like an outdoor pool, free WiFi in public areas, and a library. Free parking is included with your stay. Helpful staff is there to provide concierge services, as well as offer insight about the area. Additional amenities include a terrace, a picnic area, and barbecue grills.
Pool
Kitchen
Captiva Beach Resort
6772 Sara Sea Circle Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
2.68 mi from city center
$173 nightly
The price is $193 total per night
$193 total
Sep 10 - Sep 11
Total with taxes and fees
Guests staying at Captiva Beach Resort enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. If you drive, take advantage of free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach condo building include laundry facilities, a picnic area, and barbecue grills.
Pool
Kitchen
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.
Best 5 star hotels in Siesta Key
Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Siesta Key. After all, treating yourself to the finer things is what vacations are about.
What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Siesta Key hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.
What amenities can I expect at a 5 star hotel?
Siesta Key 5 star hotels and resorts typically offer luxury amenities such as:
- Gourmet restaurant
- Full-service fitness center with pool
- Luxury spa
- Welcome gifts upon arrival
- Top-of-the-line beds and linens
- Designer personal care products
- Premium cable, free Wi-Fi and device docking stations
How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Siesta Key with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place:
- Search hotels by price, ranging from $173 to $239
- Find the best-loved hotels through word-of-mouth advice when you check out over reviews by Orbitz travelers
- Choose from 4,006 5 star hotels in Siesta Key!
Siesta Key hotels essential information
Accommodation | 4,006 hotels |
|---|---|
Lowest Price | $173 |
Highest Price | $239 |
Popular hotels | Tropical Beach Resorts, Cottages at Siesta Key Inn, Siesta Key Beach Resort and Suites, Tropical Breeze Resort, Siesta Key Island Rentals, Siesta Key Beachside Villas, SeaSpray Resort, The Ringling Beach House, Captiva Beach Resort |
Recent Reviews
Cottages at Siesta Key Inn
5/5 Excellent
"Overall we had a good stay, Check in was quite difficult due to staff not being on scene that day. We had to make multiple phone calls and get transferred to numerous people before anyone could help us. Great location, easy parking, clean rooms. I will say, the rooms appear to be very recently updated but the wallpaper was already ripped off the walls, not sure if it's humidity or what but it did not affect the quality of our stay. I would recommend."
A verified traveler stayed at Cottages at Siesta Key Inn
Posted 1 day ago
Siesta Key Beachside Villas
5/5 Excellent
"Love it"
A verified traveler stayed at Siesta Key Beachside Villas
Posted 2 days ago
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