Deals on vacations and trips to Siesta Key, FL

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Siesta Key flight + hotel vacation packages

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flightPrice was $1,518, price is now $907 per person
per person
Jul 27 - Jul 31
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
RumFish Beach Resort by TradeWinds

RumFish Beach Resort by TradeWinds

3.5 out of 5
Price was $1,036, price is now $692 per person
per person
Aug 26 - Aug 31
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
This resort features 2 restaurants, 2 outdoor pools, and a spa tub. Enjoy a day at the beach surfing, or relax with free beach cabanas. Families will appreciate the onsite laundry facilities and in-room childcare.
TradeWinds Island Grand

TradeWinds Island Grand

4 out of 5
Price was $1,366, price is now $991 per person
per person
Aug 26 - Aug 31
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
A full-service spa, 3 restaurants, and 5 outdoor pools are all featured at this resort. Enjoy a day at the beach snorkeling, or relax with free beach cabanas. There's fun for all ages with a free kid's club and mini golf, and in-room childcare is an added bonus.
Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

3.5 out of 5
Save 100% on your flightPrice was $884, price is now $644 per person
per person
Aug 4 - Aug 7
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
This condo resort features 2 outdoor pools, 2 spa tubs, and a restaurant. Dine at the beachfront restaurant and relax with beach cabanas. Enjoy the gym and perks like free WiFi.
Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
Price was $902, price is now $686 per person
per person
Sep 8 - Sep 11
Roundtrip flight included
Newark (EWR) to Tampa (TPA)
A marina and an outdoor pool are featured at this smoke-free hotel. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site. Enjoy the gym and perks like free WiFi.

Top Siesta Key hotels deals

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL, 34242
Free Cancellation
Reserve now, pay when you stay
The price is $175 per night
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. A garden, a library, and a picnic area are also on offer.
Pool
Free WiFi
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL, 34242
The price is $199 per night
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Pool
Free WiFi
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL, 34242
Free Cancellation
The price is $195 per night
This motel features an outdoor pool and a spa tub. WiFi in public areas is free. Self parking, a terrace, and a garden are also offered.
Pool
Free WiFi
Captiva Beach Resort

Captiva Beach Resort

2 out of 5
6772 Sara Sea Circle, Siesta Key, FL, 34242
Free Cancellation
Reserve now, pay when you stay
The price is $188 per night
A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.
Pool
Free WiFi
The Ringling Beach House

The Ringling Beach House

3.5 out of 5
523 Beach Road, Siesta Key, FL, 34242
The price is $369 per night
An outdoor pool, free self parking, and concierge services are featured at this apartment. WiFi in public areas is free. A terrace, a garden, and a library are also on offer.
Pool
Free WiFi
The Cottages at Siesta Key

The Cottages at Siesta Key

2.5 out of 5
1105 Point of Rocks Rd, Siesta Key, FL, 34242
Get rates
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. Dry cleaning and barbecue grills are also provided.
Pool
Free WiFi
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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.

Popular places to visit in Siesta Key

Image for Siesta Key Beach

Siesta Key Beach

The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.

Siesta Key Beach
Image for Turtle Beach

Turtle Beach

Nothing says vacation like spending a lazy day at Turtle Beach, a popular beach in Siesta Key. Wander the seaside or discover the sunsets in this quaint area.

Turtle Beach
Image for Crescent Beach

Crescent Beach

Nothing says vacation like spending a lazy day at Crescent Beach, a popular beach in Siesta Key. Stroll along the seaside or discover the sunsets in this relaxing area.

Crescent Beach

Frequently asked questions