1-877-778-6066

Pet Friendly

Island Real Estate has about 60 pet friendly properties available for those traveling with pets. Please note that there is an additional damage deposit of $250-$500 depending on size of and number of pets vacationing with you. Half of this deposit will be returned to you within 14 days of departure, pending no damage. The causeway (located on Manatee Avenue between Bradenton and the island) and Robinson Preserve are both great spots for your dog to enjoy the warm waters as the island beaches do not welcome pets. Florida has a strict leash law so don’t forget yours!
Your search has found 68 homes
Homes per page:
1 2 3 Next
Showing homes 1 - 25 of 68

The Seashell Cottage

Anna Maria 6 2 bedrooms
2 baths
$650 -
$1,440
Bronze

This fabulous little beach cottage is a getaway worth writing home about. Enjoy a week of small town serenity in Anna Maria City. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Free wireless, pet friendly (with deposit), less than two blocks to the beach. 



Willow Cottage - 108 Willow

Anna Maria 8 3 bedrooms
2 baths
$1,078 -
$2,163
Bronze

Bright vacation bungalow with sundrenched, private pool deck in Anna Maria City, FL. (3) Bedrooms, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twins & Queen sleeper sofa Private heated pool, free wireless, pets under 25lbs. are welcome, 3rd house away from the beach.



Key Lime Cottage West-202

Holmes Beach 6 3 bedrooms
2 baths
$1,078 -
$2,163
Gold

202 73rd ST welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria Island. All



Lucky Dux

Holmes Beach 6 2 bedrooms
2 baths
$715 -
$1,560
Not Rated

Lucky Dux is a two bedroom and two bath townhome at 6250 Holmes Blvd in desirable North Beach Village of Holmes Beach one block to the pristine Gulf beaches of Anna Maria



Mangrove Cottage

Anna Maria 5 2 bedrooms
2 baths
$1,045 -
$2,280
Silver

Charming vacation cottage with in-pool tiki bar on Anna Maria Island, FL. (2) Bedrooms, (2) Bath, accommodates up to (5) people: 1 King, 2 Twin, 1 Trundle. Private heated pool, free wireless, pets welcome (with a deposit), less than two blocks to the beach.



Down by the Sea-268 Gladiolus

Anna Maria 6 3 bedrooms
2 baths
$960 -
$1,920
Silver

Set in a lush, tropical setting with a heated salt water pool. Lovingly and locally decorated to make you feel right at home in Anna Maria City, FL. (3) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twin. Private heated salt water pool, free wireless, pet friendly (under 25lbs, with deposit), less than two blocks to the beach.



Sea 'Esta - 890 North Shore

Anna Maria 6 2 bedrooms
2 baths
$700 -
$1,680
Gold

Easy access to the beach and historic Rod N Reel Pier is available at this vivid luxury rental in Anna Maria City, FL. (3) Bedroom, (2) Bathroom, accomodates up to (6)people: 1 King, 1 Queen, 1 Sleeper Sofa. Free wireless, pet friendly (up to 25 lbs, with deposit), less than two blocks to the beach.



Sunfish - 102 55th Str

Holmes Beach 6 3 bedrooms
2.5 baths
$910 -
$1,610
Gold

Holiday rental condo for the discriminating vacationer only in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins. Heated pool, free wireless, pets welcome (dogs only, with deposit).  West of Gulf Drive.



Holly Hideaway-730 Holly Road

Anna Maria 6 2 bedrooms
2 baths
$938 -
$2,037
Silver

With a breezy wooden patio outside, a cozy brick fireplace inside, and Florida gulf coast style throughout, you'll never want to spend a holiday on Anna Maria Island anywhere else. (2) Bedrooms, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Private heated pool, free wireless, pets welcome (dogs only, up to 25lbs with deposit).



Southern Comfort on HolmesBlvd

Holmes Beach 8 3 bedrooms
2.5 baths
$1,080 -
$2,160
Gold

Get comfortable in your own corner of island life by enjoying a week of Southern Comfort in Holmes Beach, FL. Nothing soothes your sunburn quite like a luxury vacation rental to come home to! (3) Bedroom, (2.5) Bathroom, accomodates up to (86) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach



Fountainhead 5

Holmes Beach 6 2 bedrooms
2 baths
$605 -
$1,320
Silver

Vacation rental at Fountainhead Condominiums just steps from the Gulf of Mexico's azure waters and white sand beaches. (2) Bedrooms, (2) Bath, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.



Peaceful Palms-7302 Palm Dr

Holmes Beach 6 2 bedrooms
1 bath
$400 -
$960
Bronze

Enjoy a week of sweet dreams and serenity by taking your next Florida holiday to this cozy vacation rental named Peaceful Palms. (2) Bedroom, (1) Bathroom, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Futon. Free wireless, pet friendly (up to 25lbs, with deposit).



Casa di Rose

Holmes Beach 8 3 bedrooms
2.5 baths
$715 -
$1,560
Silver

Refresh, renew, and relax among lush landscaping for privacy at this vacation condo in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (8) people: 2 Queen, 2 Twin, 1 Sleeper Sofa and Chair. Free wireless, pet friendly (with owner approval and deposit), less than two blocks to the beach.



Misty Beach-5802 Imperiore Ave

Holmes Beach 6 3 bedrooms
2 baths
$1,197 -
$2,401
Gold

Dig your toes into island life by taking your family holiday to this vacation villa in Homes Beach, FL. (3) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Futon. Private heated pool, free wireless, pet friendly (up to 25lbs, with deposit), less than two blocks to the beach. 



Gulf Breeze-203E 69th St

Holmes Beach 16 6 bedrooms
4.5 baths
$2,429 -
$7,000
Platinum

You'll never forget the views from this luxury vacation rental - a sweeping vista of the Gulf of Mexico and its shimmering quartz sand beaches. It will be love at first sunset! (6) Bedrooms, (4.5) Bath, accomodates up to (16) people: 3 King, 1 Queen, 2 Twins, 1 Full, 2 Sleeper Sofa. Private heated pool with spa, free wireless, pet friendly (with a deposit), less than two blocks to the beach.



215 Fir Ave

Anna Maria 4 2 bedrooms
2 baths
$658 -
$1,800
Bronze

Let yourself be charmed by the Old Florida style and state of mind at this ground level vacation home. (2) Bedrooms, (2) Bathrooms, accomodates up to (4) guests. 1 King, 2 Twins. Free wireless, pets welcome (with deposit), less than two blocks from the beach.



Sandy's Getaway-122 Peppertree

Anna Maria 9 3 bedrooms
2 baths
$950 -
$2,280
Bronze

Enjoy the lesiurely pace of Old Florida with a week of holiday at this charming vacation duplex in Anna Maria City, FL. (3) Bedroom, (2) Bathroom, accomodates up to (9) people: 1 Queen, 1 Twin, 1 Trundle Bed, 2 Sleeper Sofa. Free wireless, pet friendly (dogs only, with deposit), less than two blocks to the beach.



316 Hardin B

Anna Maria 4 1 bedroom
1 bath
$400 -
$960
Silver

Decorated with Key West style and sensibility, this vacation cottage is a short walk from the gulf in Holmes Beach, FL. (1) Bedrooms, (1) Bath, accomodates up to (4) people: 1 Queen, 2 Twins. Free wireless, pet friendly (with deposit).



Beach House Resort 4

Bradenton Beach 4 1 bedroom
1 bath
$580 -
$1,392
Silver

Welcome to the Beach House Resort, with stunning panoramas of the gulf in every unit. Located just blocks from downtown Bradenton Beach, FL. (1) Bedroom, (1) Bath, accomodates up to (4) people: 1 Queen, 1 Sleeper Sofa. Free wireless internet, pet friendly (small only, with deposit), less than two blocks to the beach.



Villa de la Playa-3603 4th

Holmes Beach 6 3 bedrooms
3 baths
$1,715 -
$3,780
Platinum

**SPECIAL: 10% DISCOUNT ON ALL BOOKINGS MADE WITHIN 45 DAYS OF ARRIVAL**

 

The whole family can get away from it all on the top floor of this condo building located less than two blocks from the Gulf of Mexico beaches. (2) Bedroom, (1) Bath, accomodates to (6) people: 1 King, 2 Queen. Private heated pool, free wireless, pet friendly (dogs only, with deposit), less than two blocks to the beach. 



Flip Flops Forever-201 73rd St

Holmes Beach 12 5 bedrooms
3 baths
$1,700 -
$2,800
Gold

** Very Economical FIVE bedroom home with a pool - 20% OFF LAST MINUTE RESERVATIONS ** Everything you wanted in a Holmes Beach vacation rental and more! Flip Flops Forever even offers a private outdoor putting green for you to enjoy.  (5) Bedroom, (3) Bathroom, accommodates up to (12) people: 1 King, 3 Queen, 2 Twin, 1 Trundle, 1 Infant-sized Bed. Private heated pool, free wireless, pets welcome (dogs only, with deposit), less than two blocks from the beach.



4808A Gulf Drive

Holmes Beach 8 4 bedrooms
2.5 baths
$1,044 -
$2,275
Silver

One of the BEST priced 4 bedroom pool homes in Holmes Beach. 20% off new reservations within 30 days of arrival!  (4) Bedroom, (2.5) Bath, accomodates up to (8) people: 1 King, 2 Queen, 2 Twin, 1 Port-a-Crib. Private heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.



Grant's View - 412 S Bay Blvd

Anna Maria 6 2 bedrooms
2 baths
$897 -
$2,154
Bronze

You're in a prime location for dolphin watching at this Anna Maria City vacation home right on Tampa Bay. (2) Bedrooms, (2) Bath, accomodates up to (6-8) people: 1 King, 2 Twins, 1 Sleeper Sofa. Free wireless, pets welcome (up to 15lbs, with deposit).



Honeywood House-213 70th St

Holmes Beach 8 3 bedrooms
2 baths
$1,140 -
$2,280
Gold

Life is sweeter when you're spending a week at Honeywood House in Holmes Beach, FL. (3) Bedrooms, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.



Plum Cottage 324

Holmes Beach 8 3 bedrooms
2 baths
$880 -
$1,920
Gold

Enjoy plenty of island flavors as you’ll be close to some of our favorite local dining, shopping, and water activities while staying at this quaint vacation cottage. (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, sorry no pets allowed, less than two blocks to the beach.



1 2 3 Next
Showing homes 1 - 25 of 68
Check Availability
In the UK: 0 800 883 0462   |   Admin Login