Vacation Rentals
44 properties available
Ready to run away? Seeking an escape to paradise? Come run away to Runaway Bay; an award-winning condominium development beside white sand beaches and the aquamarine Gulf of Mexico on dreamy Anna Maria Island. This stylish, 2br/2ba ground floor unit in Runaway Bay is just steps from the bay and kayak launch, and only one building away from the cros
Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Pool
2 BR 2BA Condo
$166.00 - $538.00 / per night
2
bedrooms
2
baths
6
guests
5
(5)
?Hurricane Update:The entire complex is built on pillars more than 20 feet off the ground. The condo sustained no damage, we have been accepting guests for several weeks, the pool has been completely drained, acid washed, refilled and we have installed a new pump, a new filter and all new equipment. The pool has never looked better, the beaches are
Anna Maria Island Beach Sands 101
2 BR 2BA Condo
$182.00 - $842.00 / per night
2
bedrooms
2
baths
6
guests
5
(60)
This Direct Gulf Front, first floor, vacation house located on Bradenton Beach offers the perfect location on Anna Maria Island to enjoy a relaxing tropical setting. The views of the Gulf of Mexico from the kitchen, dining and living room are truly breathtaking. Sliding glass doors from the living room lead to the private porch where you can watch
Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR
1BD 1BR
$175.00 - $566.00 / per night
1
bedrooms
1
baths
2
guests
4.8
(9)
Boasting a large, resort style heated outdoor pool with a hot tub, and a prime location on Anna Maria it's easy to fall in love with this island getaway. The private location on the north end of Anna Maria Island, near Bean Point is ideal to give you space and privacy and only a five minute walk to all local food and activities.Perfect for a romant
Serenity Cottage
2BR 2 BR Cottage
$2,000.00 - $4,779.00 / per night
1
bedrooms
4
guests
What's Included:-Full access to all amenities. -Bikes.-Tennis courts.-Tennis rackets.-Jr. size Olympic pool.-Workout facility open 24/7.-Restaurant.-Tiki Bar.-Proshop. -Fishing Pier.-Boardwalks.A Bayside tennis and residential community in the heart of Longboat Key, FL. Sunshine and warm breezes accent the well-appointed tri-level townhouses that s
Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach
2 BR 2 1/2 BA Condo
$145.00 - $496.00 / per night
2
bedrooms
2
baths
6
guests
5
(9)
?Hurricane Update:The entire complex is built on pillars more than 20 feet off the ground. The condo sustained no damage, we have been accepting guests for several weeks, the pool has been completely drained, acid washed, refilled and we have installed a new pump, a new filter and all new equipment. The pool has never looked better, the beaches are
Anna Maria Island Beach Palms 2A
2 BR 2BA Condo
$141.00 - $478.00 / per night
2
bedrooms
2
baths
6
guests
5
(28)
?Hurricane Update:The entire complex is built on pillars more than 20 feet off the ground. The condo sustained no damage, we have been accepting guests for several weeks, the pool has been completely drained, acid washed, refilled and we have installed a new pump, a new filter and all new equipment. The pool has never looked better, the beaches are
Paradise Palms-Private Beach Access-Heated Pool-Water Views From Every Room
2 BR 2BA Condo
$170.00 - $564.00 / per night
2
bedrooms
2
baths
6
guests
5
(4)
Steps to the beautiful white sand beach and turquoise waters of the Gulf of Mexico this 2nd floor house is DIRECTLY ON THE BEACH!As you walk out the door and sink your toes into the sand of our award winning beach your perfect Anna Maria Island vacation begins.This Gulf Front house has sliding glass doors and large windows that perfectly frame the
Anna Maria Island Beach Watch
1BD 1BR
$2,101.00 - $7,169.00 / per night
1
bedrooms
1
baths
4
guests
4.6
(5)
?Hurricane Update:The entire complex is built on pillars more than 20 feet off the ground. The condo sustained no damage, we have been accepting guests for several weeks, the pool has been completely drained, acid washed, refilled and we have installed a new pump, a new filter and all new equipment. The pool has never looked better, the beaches are
Anna Maria Island Beach Palms 7A
2 BR 2BA Condo
$141.00 - $478.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(27)
Relax on the lanai, sip your morning coffee or freshly squeezed citrus juice. The sea breeze is scented with jasmine and frangipani. Fresh air and the sounds of the surf will lower your blood pressure and make you glad to be alive! Anna Maria Island Coquina Tropics is a second-floor, 2br/2ba condo in the seashell-pink Coquina Moorings development,
Coquina Tropics-3 Bedrooms- Bathroom-Water Views From Every Room
3 BR - 2BR Condo
$213.00 - $717.00 / per night
3
bedrooms
2
baths
6
guests
5
(12)
?Hurricane Update:The entire complex is built on pillars more than 20 feet off the ground. The condo sustained no damage, we have been accepting guests for several weeks, the pool has been completely drained, acid washed, refilled and we have installed a new pump, a new filter and all new equipment. The pool has never looked better, the beaches are
Anna Maria Island Beach Palms 2B
2 BR 2BA Condo
$176.00 - $597.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(57)
Experience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolGulf of Mexico Views?Hurricane Update:The entire complex is built on pillars more than 20 feet off the ground. The condo sustained no damage, we have been accepting guests for several weeks, the pool has been completely drained, acid washed, refilled and we have installed a new pum
Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants
2 BR 2BA Condo
$197.00 - $655.00 / per night
2
bedrooms
2
baths
5
guests
4.8
(6)
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