Bliss Estates Vacations from $414

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Your Bliss Estates Vacation

Take all the hassle out of planning your next adventure with a Bliss Estates vacation package. Take in the sights and sounds of this enticing neighborhood and enjoy what it has to offer. When it's time to take in the sights, you'll find a lot of big-name attractions nearby including Serenoa Golf Club, Gulf Gate Golf Club and Bee Ridge Park. Visit one, two (or even all!) during your trip to Bliss Estates. No matter what your dream Bliss Estates vacation looks like, you can make it a reality with Expedia.

The Latest Bliss Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Sarasota - Bradenton Airport

Hilton Garden Inn Sarasota - Bradenton Airport

3 out of 5
Save 100% on your flight
Price was $789, price is now $414 per person
$414
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
16.4/10 Exceptional! (1,002 reviews)
Nice, clean, friendly staff Convenience: food, drinks, bar available

Reviewed on Nov 22, 2025

Family Home Tampa

Family Home Tampa

2 out of 5
Forest Hills
Price was $1,586, price is now $680 per person
$680
per person
Jan 28 - Feb 4
found 16 hours ago
Roundtrip flight included
Minneapolis (MSP) to Sarasota (SRQ)
15.2/10 Exceptional! (4 reviews)
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
Save 100% on your flight
Price was $1,037, price is now $538 per person
$538
per person
Jan 27 - Feb 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
18.8/10 Exceptional! (1,843 reviews)
It was awesome and the staff was great,the manager was awesome,I had an issue with my booking and he took care of me,stand up guy

Reviewed on Nov 23, 2025

Crystal Palms Beach Resort

Crystal Palms Beach Resort

3.5 out of 5
Sunshine Beach
Price was $1,774, price is now $936 per person
$936
per person
Feb 7 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
17.6/10 Exceptional! (2,355 reviews)
Been here before. Love the view and location. Beautiful rooms, fully equipped with all you need for cooking. Looking forward to seeing you again soon.

Reviewed on Nov 23, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Price was $3,044, price is now $1,619 per person
$1,619
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Sarasota (SRQ)
19.2/10 Exceptional! (294 reviews)
I left a charger in the room and can’t get ahold of the property manager to see if I can get it back.

Reviewed on Nov 23, 2025

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Where to stay in Bliss Estates

Find the best Bliss Estates areas and neighborhoods for the activities you enjoy most. Learn more about Bliss Estates
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South Sarasota

While visiting South Sarasota, you might make a stop by sights like The Landings and Coconuts Family Entertainment Center.

Find hotels in South Sarasota

Bliss Estates Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Nov 30 to Dec 1
$80 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (4,675 reviews)
Great

Reviewed on Nov 23, 2025

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $140 total per night from Nov 30 to Dec 1
$140 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (5,110 reviews)
The staff was so helpful & friendly. The room was clean & the amenities were awesome.

Reviewed on Nov 23, 2025

Tropical Beach Resorts
Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista Sarasota FL
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $142 total per night from Nov 30 to Dec 1
$142 total
Nov 30 - Dec 1
Total with taxes and fees
9.8/10 Exceptional! (2,101 reviews)
Get find, hotel is very clean and the room is spacious. The complimentary cookies every evening was amazing.

Reviewed on Nov 22, 2025

Carlisle Inn
See all 11,104 properties in Bliss Estates
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Bliss Estates

Lido Beach showing general coastal views and a sandy beach

Lido Beach

Visit a beach not far from an upscale shopping area. The warm waters are as inviting as the white sand.

Lido Beach
St. Armands Circle featuring a statue or sculpture

St. Armands Circle

Consider this area as a circular outdoor mall. Like any mall, you can shop, dine, browse or just people-watch. Unlike most malls, this one never closes to walkers.

St. Armands Circle
Mall at University Town Center

Mall at University Town Center

You can search for that perfect souvenir at Mall at University Town Center during your visit to Sarasota. Attend a sporting event or discover the beautiful sunsets in this family-friendly area.

Mall at University Town Center

Things to do

Kayak Tour through Mangrove Tunnels

Mangroves, Manatees, and a Hidden Beach: Kayak Tour

$59
per adult
90% of travellers recommend
Mangroves, Manatees, and a Hidden Beach: Kayak Tour
Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
74% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Anna Maria Island and Bradenton Beach: Parasailing Tour

Anna Maria Island & Bradenton Beach Parasailing Tour

$99
per adult
Anna Maria Island & Bradenton Beach Parasailing Tour
See all activities in Sarasota
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.