We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes and Apartments Holmes Beach, Anna Maria Island, Florida

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 386 Rentals in Holmes Beach
loading...
Sort by
From
$139
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
19 photos Details
Reviews (1) Make Enquiry
From
$937
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
21 photos Details
Reviews (4) Make Enquiry
From
$223
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
30 photos Details
Reviews (7) Make Enquiry
Also consider
Island Vacation Rental
2 Bedrooms, sleeps 5
$151 / night
4 Bedroom w/ Lagoon pool/spa & golf cart- comes w/ all the Toys!
4 Bedrooms, sleeps 10
$235 - $443 / night
Anna Maria Island Rental. 3 beds/3 baths
3 Bedrooms, sleeps 8
$239 - $557 / night
Private, pet-friendly home 2 blocks from beach
3 Bedrooms, sleeps 6
$112 - $159 / night
From
$239
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
13 photos Details
Reviews (2) Make Enquiry
From
$249
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
34 photos Details
Reviews (6) Make Enquiry
From
$191
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details
Reviews (1) Make Enquiry
From
$175
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
24 photos Details
Reviews (4) Make Enquiry
From
$1,952
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
22 photos Details
Reviews (6) Make Enquiry
Get the List
From
$215
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
32 photos Details
Reviews (4) Make Enquiry
From
$191
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
12 photos Details
Reviews (1) Make Enquiry
From
$223
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
32 photos Details
Reviews (19) Make Enquiry
From
$184
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
9 photos Details
Reviews (1) Make Enquiry
From
$390
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
Booking
22 photos Details
Reviews (2) Make Enquiry
From
$120
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
12 photos Details
Reviews (2) Make Enquiry
From
$1,227
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
18 photos Details
Reviews (2) Make Enquiry
From
$223
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
14 photos Details
Reviews (1) Make Enquiry
From
$206
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details
Reviews (3) Make Enquiry
From
$251
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
10 photos Details
Reviews (2) Make Enquiry
From
$270
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Reviews (14) Make Enquiry
From
$271
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details
Reviews (3) Make Enquiry
From
$223
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details
Reviews (1) Make Enquiry
From
$95
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
30 photos Details
Reviews (1) Make Enquiry
From
$302
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (76) Make Enquiry
From
$809
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 7
6 photos Details
Reviews (4) Make Enquiry
From
$96
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Reviews (4) Make Enquiry
From
$172
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
Reviews (28) Make Enquiry
From
$145
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (5) Make Enquiry
From
$446
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
30 photos Details
Reviews (12) Make Enquiry
From
$859
Per Week
1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (4) Make Enquiry
From
$112
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
23 photos Details
Reviews (20) Make Enquiry
From
$446
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
39 photos Details
Reviews (3) Make Enquiry
From
$297
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
38 photos Details
Reviews (1) Make Enquiry
From
$742
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
15 photos Details
Reviews (3) Make Enquiry
From
$1,054
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (7) Make Enquiry
From
$937
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Reviews (16) Make Enquiry
From
$183
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
8 photos Details
Reviews (1) Make Enquiry
From
$345
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
22 photos Details
Reviews (2) Make Enquiry
From
$211
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (1) Make Enquiry
From
$223
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
35 photos Details
Reviews (17) Make Enquiry
From
$2,548
Per Week
3 Bedrooms, 4 Bathrooms, Sleeps 12
22 photos Details
Reviews (17) Make Enquiry
Go to map view
Book Online(89)
Use filters to find the best results!

Suitability

  • Wheelchair access (26)
  • Elder access (119)
  • Suitable for children (149)
  • Pet friendly (81)
  • Smoking allowed (1)

Amenities

  • Internet (342)
  • All pools (276)
  • Grill (272)
  • Other outdoor space (223)
  • Parking (208)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Holmes Beach Vacation Rentals

Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.

Where to Stay in Holmes Beach

Rental homes can provide not only flexibility but the amenities of the best resorts at a fraction of the price. If you are vacationing with the family, having extra space to spread out is also an asset. Whether you want a weekend getaway or a long trip the rental choices are endless, and you’re sure to find something that will fit your family’s needs.

Fun things to do in Holmes Beach

A scooter is an inexpensive and fun way of getting around the island from your vacation rental. If you want to spend a day on the water, there is excellent fishing in the waters surrounding Anna Maria Island. Take a charter boat and head out in the Gulf for an exciting day of sport fishing. The grouper, snapper, or mackerel you catch can provide the ingredients for a delicious seafood dinner at your vacation rental. Inshore or backwater fishing is also very popular.

Enjoy a beach picnic with the locals under the Australian Pines, or find a secluded cove and enjoy some private sunbathing. Prefer an animated beach crowd? Then the all-you-can-eat pancake breakfasts at "Cafe on the Beach" is your scene.

More beach Fun

Join a volley ball game. There are numerous nets along the beach, and there is always an exciting game taking place. Not in for that much activity? Then lie on the beach soak up some sun while you cheer for your favorite team.

Dining and entertainment

Enjoy a burger and a cold beer at Dusty’s Tavern steps away from your vacation rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your vacation rental. You can also rest and relax at the pool at your vacation rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.