Language and Currency

Select your language and currency preferences for the site. Please note that all transactions will be processed in USD

Calendar View
  • Dates
    Any
  • Occupancy
    Any
    - +
    - +
    - +
  • Rooms
    Any
  • Price Range
    Any
  • Amenities
    Any
  • List
  • Map
  • Calendar

Anna Maria Island Rentals

1 - 42 of 270 rentals
  PrevNext  
Thu 21 Jun Fri 22 Jun Sat 23 Jun Sun 24 Jun Mon 25 Jun Tue 26 Jun Wed 27 Jun Thu 28 Jun Fri 29 Jun Sat 30 Jun Sun 1 Jul Mon 2 Jul Tue 3 Jul Wed 4 Jul Thu 5 Jul Fri 6 Jul Sat 7 Jul
Water's Edge 208 S - Holmes Beach, FL Vacation Rental

Water's Edge 208 S

Holmes Beach, FL
2 Bed 2 Bath Sleeps 6
193 194 197 207 221 196 - - - - - - - 206 205 - -
Gulf Pointe Breeze - Holmes Beach, FL Vacation Rental

Gulf Pointe Breeze

Holmes Beach, FL
2 Bed 2 Bath Sleeps 4
131 131 133 139 147 139 139 138 140 136 - - - - - - -
Coquina Beach Club 204 - Bradenton Beach, FL Vacation Rental
- - - - - - - - - - - - - - - - -
Runaway Bay 158 - Bradenton Beach, FL Vacation Rental

Runaway Bay 158

Bradenton Beach, FL
1 Bed 1 Bath Sleeps 4 (2 Adults Max)
101 87 - - - - - - - - - - - - - - 105
Island Nestaway - Holmes Beach, FL Vacation Rental

Island Nestaway

Holmes Beach, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Seahorse Cottage  - Holmes Beach, FL Vacation Rental

Seahorse Cottage

Holmes Beach, FL
3 Bed 3.5 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
LaMedeira 305 Unit A - Holmes Beach, FL Vacation Rental

LaMedeira 305 Unit A

Holmes Beach, FL
3 Bed 3 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
La Casa Poulos - Holmes Beach, FL Vacation Rental

La Casa Poulos

Holmes Beach, FL
3 Bed 3 Bath Sleeps 8
- - 286 348 371 348 329 - - - - - - - - - -
Turquoise Paradise West - Holmes Beach, FL Vacation Rental
- - - - - - - - - - - - - - 207 184 -
Turquoise Paradise East  - Holmes Beach, FL Vacation Rental
- - - - - - - - - - - - - - - - -
 Sunfish 102 - Holmes Beach, FL Vacation Rental

Sunfish 102

Holmes Beach, FL
3 Bed 2.5 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Bay Breeze - Anna Maria, FL Vacation Rental

Bay Breeze

Anna Maria, FL
4 Bed 3 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
North Beach Village #69 - Holmes Beach, FL Vacation Rental

North Beach Village #69

Holmes Beach, FL
3 Bed 2.5 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Serenity Now - Holmes Beach, FL Vacation Rental

Serenity Now

Holmes Beach, FL
2 Bed 2 Bath Sleeps 6
- 170 172 181 191 181 181 179 182 186 202 206 205 205 204 204 203
Palm Tree Beach House  - Holmes Beach, FL Vacation Rental
- 164 167 175 190 175 174 172 176 183 200 200 200 200 200 200 200
Palm Beach House - Anna Maria, FL Vacation Rental

Palm Beach House

Anna Maria, FL
4 Bed 3 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Blue Lagoon 4 - Holmes Beach, FL Vacation Rental

Blue Lagoon 4

Holmes Beach, FL
3 Bed 3.5 Bath Sleeps 6
- - - - - - - - - - - - - - - - 208
Starfish Beach Cottage #3 - Holmes Beach, FL Vacation Rental
- - - - 138 - - - - - - - - - - - -
7001 B Holmes Blvd - Holmes Beach, FL Vacation Rental

7001 B Holmes Blvd

Holmes Beach, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - 234 234 - - -
Blue Manatee Retreat - Holmes Beach, FL Vacation Rental

Blue Manatee Retreat

Holmes Beach, FL
3 Bed 3 Bath Sleeps 6
- - - - - - - - - - - - - - - - 260
Vitamin Sea - Holmes Beach, FL Vacation Rental

Vitamin Sea

Holmes Beach, FL
4 Bed 3 Bath Sleeps 8
- - - - - - - - - 386 - - - - - 450 -
All Decked Out - Anna Maria, FL Vacation Rental

All Decked Out

Anna Maria, FL
5 Bed 3 Bath Sleeps 12
- - - - - - - - - - - - - - - - -
Willow Cottage - Anna Maria, FL Vacation Rental

Willow Cottage

Anna Maria, FL
3 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
211 Elm A  - Anna Maria, FL Vacation Rental

211 Elm A

Anna Maria, FL
2 Bed 1 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Island Time  - Holmes Beach, FL Vacation Rental

Island Time

Holmes Beach, FL
3 Bed 2 Bath Sleeps 6
- - 193 201 - - - - - - - - - - - 199 -
Sunfish 104 - Holmes Beach, FL Vacation Rental

Sunfish 104

Holmes Beach, FL
2 Bed 2 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
Coquina Sands - Holmes Beach, FL Vacation Rental

Coquina Sands

Holmes Beach, FL
3 Bed 3.5 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
North Beach Village 72 - Holmes Beach, FL Vacation Rental

North Beach Village 72

Holmes Beach, FL
3 Bed 2.5 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Starfish Beach Unit 1 - Holmes Beach, FL Vacation Rental

Starfish Beach Unit 1

Holmes Beach, FL
2 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - 177 158 -
Pelican Landing AMI - Holmes Beach, FL Vacation Rental

Pelican Landing AMI

Holmes Beach, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
La Casa Karen - Holmes Beach, FL Vacation Rental

La Casa Karen

Holmes Beach, FL
3 Bed 2.5 Bath Sleeps 6
330 331 336 352 376 335 - - - - - - - - 391 410 409
West Winds - Holmes Beach, FL Vacation Rental

West Winds

Holmes Beach, FL
2 Bed 2 Bath Sleeps 4
- 181 183 192 204 192 192 190 193 199 209 - - - - - -
7001 A Holmes Blvd - Holmes Beach, FL Vacation Rental

7001 A Holmes Blvd

Holmes Beach, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Blue Lagoon 5: Sandpiper - Holmes Beach, FL Vacation Rental
- - - - - - - - - - - - - - - - -
Palm Isle 3207 - Holmes Beach, FL Vacation Rental

Palm Isle 3207

Holmes Beach, FL
1 Bed 1 Bath Sleeps 2
- - - - - - - - - - - - - - - - -
Salt Shack - Holmes Beach, FL Vacation Rental

Salt Shack

Holmes Beach, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Palm Isle 3215 - Holmes Beach, FL Vacation Rental

Palm Isle 3215

Holmes Beach, FL
1 Bed 1.5 Bath Sleeps 4
- - 129 131 - - - - - - - - - - - 157 157
Holly Hideaway - Anna Maria, FL Vacation Rental

Holly Hideaway

Anna Maria, FL
2 Bed 2 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
A Gulf Front Getaway - Holmes Beach, FL Vacation Rental

A Gulf Front Getaway

Holmes Beach, FL
1 Bed 1.5 Bath Sleeps 4
- - - - - - 106 105 - - - - - - - - -
Bay View Inn 101-308 2nd St  - Bradenton Beach, FL Vacation Rental
- - - - - - - - - - - - - - - - -
Sundance Cottage - Anna Maria, FL Vacation Rental

Sundance Cottage

Anna Maria, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Blue Bayou  - Anna Maria, FL Vacation Rental

Blue Bayou

Anna Maria, FL
3 Bed 3 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Page 1 of 7

About Anna Maria Island

Ready for an escape to Florida's tropics? Your perfect Anna Maria Island vacation rental awaits! This charming island draws visitors out to Florida's beautiful beaches and family-friendly activities on the Gulf coast every time of year. Only 60 miles south of Tampa, Anna Maria Island is hidden in plain sight amidst the attractions of central Florida.

Family Activities on Anna Maria Island

Explore Leffis Key and test your bird watching skills while taking in the beauty of the wetlands. Skaters of all ages will want to test their chops at the island skate park - just don't forget to wear a helmet! Families looking for a quieter playground should check out Anna Maria Bayfront Park and head to Rod and Reel Pier for lunch afterward.

Anna Maria Island's Beaches

Of course, we can't blame you for wanting to spend all day at one of Anna Maria Island's gorgeous beaches. Manatee Public Beach is popular for its pristine sands and volleyball nets - an excellent option for a family beach day. Coquina Beach, on the southern end of the island, is also lovely. Check out less-frequented Bradenton Beach for a chance to possibly avoid the crowds.

Come to Anna Maria Island for a taste of the dreamy Florida vacation you've envisioned. You may not be far from the mainland here, but you're worlds away from the stresses of everyday life. Reserve one of our Anna Maria Island vacation rentals and see what it's all about!

Photo Credit: Mark Vance via Flickr
  • Searching ...
  • 42 of 270
No results in this area. Move map or change filters for more rentals.
  • More Map
  • Less Map
Search Here