Bridge Street vacation rentals
We found 5,568 vacation rentals — enter your dates for availability
Discover a selection of 5 condos and other vacation rentals in Bridge Street that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and WiFi. Whatever you're looking for, you're sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Bridge Street
Showing deals for:Nov 20 - Nov 27

Exceptional
(5 reviews)
Brand New Luxury Lagoon Home, near beach & IMG!
Bradenton
$429
$3,003 for 7 nights
All fees included

Exceptional
(137 reviews)
6 Bedrooms - Waterfront,pool, dock, great for families. Big yard, lots of room.
Bradenton
$1,061
$7,426 for 7 nights
All fees included

Exceptional
(16 reviews)
Waterfront, Boat Dock, Kayaks, Fishing, Pool, Spa. 4BR / 9Beds / Sleeps14
Palmetto
$700
$4,903 for 7 nights
All fees included

Exceptional
(66 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton
$513
$3,593 for 7 nights
All fees included

Exceptional
(56 reviews)
Luxury 4BR, Private Screened Pool, Near AMI
Bradenton
$613
$4,292 for 7 nights
All fees included

Exceptional
(46 reviews)
🌴 Peaceful Sarasota Home with Patio, 2BR, 2BA Near Lido Beach & Downtown
Sarasota
$154
$1,077 for 7 nights
All fees included

Exceptional
(29 reviews)
BrownBunnyB&B — Immaculate Private Room in Picturesque Palmetto, FL Fast WiFi
Palmetto
$137
$961 for 7 nights
All fees included

Very Good
(164 reviews)
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Sarasota
$89
$625 for 7 nights
All fees included

Excellent
(156 reviews)
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Sarasota
$110
$768 for 7 nights
All fees included

Exceptional
(109 reviews)
75 ft Canal Front Anna Maria House, Great for Boaters, Newly Renovated
Anna Maria
$440
$3,081 for 7 nights
All fees included

Exceptional
(29 reviews)
Heated saltwater pool + bubbling hot tub + cozy massage chair
Bradenton
$483
$3,384 for 7 nights
All fees included

Exceptional
(27 reviews)
Newly Renovated Beach Retreat
Bradenton
$154
$1,078 for 7 nights
All fees included

Exceptional
(197 reviews)
2 BR 2 Full BA on Anna Maria Island just steps to Beach!
Bradenton Beach
$336
$2,349 for 7 nights
All fees included

Excellent
(160 reviews)
Sarasota “Executive Waterfront Suite” A hotel rm # 103 on Sara Bay Marina
Sarasota
$110
$768 for 7 nights
All fees included

Exceptional
(43 reviews)
3 Minute walk to beautiful AMI beach! Old Florida Charm with a Modern Flair!
Holmes Beach
$189
$1,325 for 7 nights
All fees included

Very Good
(173 reviews)
Sarasota “Deluxe King Waterfront Suite” #201 At the Hotel at 7150 N TAMIAMI TR
Sarasota
$110
$768 for 7 nights
All fees included

Exceptional
(5 reviews)
The Pelican's Perch, a Beachfront studio condo w/ balcony
Bradenton Beach
$272
$1,904 for 7 nights
All fees included

Exceptional
(17 reviews)
New The BLUE HERON 3 bedroom oasis with heated pool
Bradenton
$225
$1,577 for 7 nights
All fees included

Exceptional
(24 reviews)
Charming and Updated 1 Bedroom in Runaway Bay on Bradenton Beach
Bradenton Beach
$287
$2,007 for 7 nights
All fees included

Very Good
(7 reviews)
50 % off 3 BR -RESORT LIKE VILLA MINS FROM SIESTA KEY- HEATED-POOL & HOTTUB
Sarasota
$411
$2,877 for 7 nights
All fees included

Exceptional
(102 reviews)
Low Rider - Bottom Unit -
Bradenton Beach
$469
$3,286 for 7 nights
All fees included

Exceptional
(13 reviews)
Gracie's Cottage 15 min to Beach
Bradenton
$320
$2,243 for 7 nights
All fees included

Exceptional
(161 reviews)
Beautiful Resort Retreat By IMG & Anna Maria Beaches w/ Resort Pools & Hot Tubs
Bradenton
$167
$1,172 for 7 nights
All fees included
Find spaces that suit your style
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Find properties near top attractions in Bridge Street

Historic Bridge Street Pier
More information about Historic Bridge Street Pier. Opens in a new window.Find the best place to stay - Bridge Street

Pelican Post at Anna Maria Island Inn
Sleeps 2 · 1 bedroom

Waterfront with Unbelievable Views + Fabulous Lanai on the Water
Sleeps 4 · 3 bedrooms · 1 bathroom

Bridge Street Beach House | Wi-Fi | Center of All
Sleeps 6 · 2 bedrooms · 1 bathroom

BEACHFRONT 5 star Condo 'Our Waterfront Paradise' Check Calendar for Avail!
Sleeps 8 · 3 bedrooms · 2 bathrooms

Beach Daze - 7 bedrooms short walk to beach with private heated pool & spa!!
Sleeps 14 · 7 bedrooms · 5+ bathrooms
Top rated rentals - Bridge Street

Sea Sanctuary for the Soul!
My girlfriends and I are grateful to Joe for offering his beautiful home to rent and enjoy. Joe communicated with us throughout the catastrophic hurricanes and took every measure to accommodate our needs. We couldn't have asked for anything more. Joe's home is spectacular and had been updated and refurnished. His home was appointed with everything we needed for our comfort, entertainment, relaxation, and enjoyment. The rent is a great value considering such spectacular, unobstructed views and selfishly enjoying them without neighbors or being among a multi-unit property.Every day we were greeted with the most colorful and glorious sunrises, meandering manatees, rambunctious rays, salty sea birds, and delightful dolphins frolicking mere feet from us. Our cheeks were gently kissed by a fresh ocean breeze and we were mesmerized by the waves lapping outside our door with water colored every shade of blue and green which nourished our souls. Joe was an attentive host and responded quickly to our questions and needs leading up to and during our stay.The houses on either side were impacted by the devastating hurricanes and at various stages of disrepair. We felt it gave us a greater deal of privacy to enjoy the majestic views from the deck and ground level lounge chairs.Joe, we LOVED your place. Thank you for everything! You are the host every other should aspire to become. Hope to be back soon. Lisa, Michelle, and Tara.
Lisa R.
Stayed Apr 2025

Another Amazing Stay at Thus Perfect Location
This is our second stay at this location and we are still in love with it. You cannot beat the few steps to sand and a bit more until your feet are in the water. Everything you need, including the most comfy beach chairs are provided by Kimberly. The unit is comfortable and beautifully put together. You can walk to many places, including High Tides, our favorite restaurant right over the bridge. I cannot recommend this unit and location any more!
Tracy P.
Stayed Apr 2025

Beautiful place
Great location my wife and I loved our stay. Will definitely come back. Everything thing you need is there to use. Burgers on the grill, sunsets every night, restaurants and shops you can walk to
Burton J.
Stayed Feb 2025

Best location!
Condo was beautiful and the location was great. Pool water was heated and nice and warm. Beautiful sunsets too. Great space for just 2 people. Anna Maria Island has lots of restaurants and beaches but remains quiet and friendly. Enjoyed it immensely.
Karen K.
Stayed Feb 2025

perfect stay
I had a perfect stay. The condo feels like a home away from home, decorated with attention to details and it had everything I needed available from all kitchen items to beach essentials. Very clean and cozy.
The location was perfect - walkable to restaurants, cute stores and beach.The hosts were super responsive when I texted a few times wirh questions. I will be back!
Anne L.
Stayed Aug 2024

Perfection!
This was our third stay at Boathouse Cottage and it never disappoints. Stocked with everything you need for your stay. Short stroll to the beach. We love the private pool. The pool is in the sun all day. A lot of the rentals have shaded pool areas which is not what I want coming from the north! We have already booked again for next year, we can’t wait!
Jennifer N.
Stayed Apr 2024

Great location so close to the beach!
Everything you need and so close to the beach. This place is a gem in a very quiet neighborhood. Well equipped and located a very short walk to the beach. The beaches on AMI are great for walking with flat white-sand beaches that go on for miles. The communication was excellent and everything worked as expected.
David T.
Stayed Feb 2024

AMI Location Perfection
We had a wonderful time at Castaway Cottage! The charming cottage is literally stocked with everything you could need and then some. Review the list of amenities and save yourself the luggage space! You can walk to the beach easily and the golf cart provided was so great to take short drives to the piers, dinners, and shopping. We drove our truck one time the whole week. The beautiful pool in the back was our favorite feature and used every day between beach and dinners. The owners are so friendly and responsive and go out of their way to make sure you have any and all questions answered. We loved it and hope to visit again :)
christena b.
Stayed Sep 2023
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Can I find a vacation rental in Bridge Street?
Yes, we offer vacation rentals in Bridge Street near Fish Hole Adventure Golf, or you can select a more remote option if you want a relaxing stay.
How many vacation rentals are there in Bridge Street?
Expedia has 3 vacation rentals for your stay in Bridge Street.
What's there to see and do in Bridge Street?
Family-friendly attractions include Fish Hole Adventure Golf, whereas Bradenton Beach is a spot to enjoy the outdoors. In the larger area, you'll find popular places like Siesta Key Beach and Lido Beach.
What's a vacation rental in Bridge Street like?
A vacation rental is a private property you can stay in for a few weeks or just a few days in Bridge Street. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip.

