Main Street Merchants Vacations from $325

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Your Main Street Merchants Vacation

From its cafes to its markets and shopping, there are countless great reasons to book a vacation package to Main Street Merchants. When you want to escape from it all, this commercial neighborhood has a space just for you. Some popular nearby attractions to visit during your trip to Main Street Merchants include Mote Marine Laboratory & Aquarium, Marie Selby Botanical Gardens and Sarasota Jungle Gardens. Whatever your travel plans or budget, booking your perfect Main Street Merchants vacation is a cinch with Expedia.

The Latest Main Street Merchants Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Delray House With Hot tub & Game Room

Delray House With Hot tub & Game Room

3.5 out of 5
Palm River-Clair Mel
Save 100% on your flight
Price was $633, price is now $325 per person
$325
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Sarasota (SRQ)
2/10 (2 reviews)
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
Wesley Chapel South
Price was $1,156, price is now $489 per person
$489
per person
Feb 23 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
No reviews
SkyBeach Resort

SkyBeach Resort

4 out of 5
Greater Pinellas Point
Save 100% on your flight
Price was $1,411, price is now $804 per person
$804
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (417 reviews)
I didn’t know about the $50 resort fee! Place is great!

Reviewed on Dec 10, 2025

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $3,158, price is now $1,804 per person
$1,804
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9/10 Wonderful! (1,000 reviews)
This place was a great surprise ! So friendly so helpful ! Great location and rooms super clean . Tons of amenities too! Will definitely stay again

Reviewed on Dec 8, 2025

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 $1,078, price is now $617 per person
$617
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
9.4/10 Exceptional! (1,843 reviews)
Place was beautiful and clean.

Reviewed on Dec 11, 2025

Where to stay in Main Street Merchants

Find the best Main Street Merchants areas and neighborhoods for the activities you enjoy most. Learn more about Main Street Merchants
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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

Main Street Merchants Hotel Deals

Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Dec 14 to Dec 15
$105 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (4,755 reviews)
Yes

Reviewed on Dec 11, 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
$147 nightly
The price is $166 total per night from Dec 14 to Dec 15
$166 total
Dec 14 - Dec 15
Total with taxes and fees
9.2/10 Wonderful! (5,136 reviews)
We had a wonderful time. The place was exactly what the pictures show. The pool was BEAUTIFUL! It was super close to the beach. We would come back for sure.

Reviewed on Dec 9, 2025

Tropical Beach Resorts
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $200 total per night from Dec 22 to Dec 23
$200 total
Dec 22 - Dec 23
Total with taxes and fees
9.4/10 Exceptional! (1,877 reviews)
Recently stayed for a work trip. The staff was lovely and helpful. The hotel has lovely touches (full bottles of water in the room), clean rooms, comfortable beds. Loved the convenience of a full restaurant right beside the hotel. Location was perfect.

Reviewed on Dec 7, 2025

Compass Hotel by Margaritaville Anna Maria Sound
See all 14,561 properties in Main Street Merchants
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 Main Street Merchants

Lido Beach showing general coastal views and a sandy beach

Lido Beach

4.5/5(1,225 reviews)

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

4.5/5(1,234 reviews)

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

4.5/5(363 reviews)

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

HydroCats

HydroCats - 2 Hour CraigCat Sightseeing Tour

$146
per adult
100% of travellers recommend
HydroCats - 2 Hour CraigCat Sightseeing Tour
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 Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

$59
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak 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.