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

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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 519 Rentals in Holmes Beach
loading...
Sort by
From
$167
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details
Reviews (3) Make Enquiry
From
$5,007
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 10
22 photos Details
Reviews (9) Make Enquiry
From
$210
Per Night
4 Bedrooms, 8 Bathrooms, Sleeps 10
27 photos Details
Reviews (1) Make Enquiry
Also consider
Coconuts Poolside Unit 102
1 Bedroom, sleeps 2
$176 - $256 / night
Coconuts Courtyard Unit 115
1 Bedroom, sleeps 4
$160 - $250 / night
Paradisaical Enclave 5*Waterfront Pool/Dock/Kayak+
2 Bedrooms, sleeps 8
$266 - $388 / night
Gulf Front - Shady Pines
2 Bedrooms, sleeps 6
$258 - $320 / night
From
$114
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (14) Make Enquiry
From
$2,088
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 8
20 photos Details
Reviews (17) Make Enquiry
From
$206
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
27 photos Details
Reviews (4) Make Enquiry
From
$161
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details
Reviews (2) Make Enquiry
From
$152
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Enquiry
Get the List
From
$820
Per Week
1 Bedroom, 1 Bathroom, Sleeps 4
22 photos Details
Reviews (3) Make Enquiry
From
$126
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
14 photos Details
Reviews (7) Make Enquiry
From
$117
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
19 photos Details
Reviews (1) Make Enquiry
From
$137
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (1) Make Enquiry
From
$117
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (11) Make Enquiry
From
$895
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (14) Make Enquiry
From
$329
Per Night
4 Bedrooms, 8 Bathrooms, Sleeps 10
40 photos Details
Reviews (3) Make Enquiry
From
$134
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
Reviews (8) Make Enquiry
From
$134
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (3) Make Enquiry
From
$137
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Reviews (2) Make Enquiry
From
$164
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
Reviews (5) Make Enquiry
From
$1,678
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (35) Make Enquiry
From
$2,088
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (17) Make Enquiry
From
$137
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (9) Make Enquiry
From
$289
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (1) Make Enquiry
From
$198
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (7) Make Enquiry
From
$478
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details
Reviews (5) Make Enquiry
From
$271
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
12 photos Details
Reviews (2) Make Enquiry
From
$1,529
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (14) Make Enquiry
From
$1,231
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (10) Make Enquiry
From
$2,498
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
22 photos Details
Reviews (6) Make Enquiry
From
$895
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
Reviews (2) Make Enquiry
From
$292
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
36 photos Details
Reviews (1) Make Enquiry
From
$133
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
5 photos Details
Reviews (5) Make Enquiry
From
$617
Per Night
7 Bedrooms, 6 Bathrooms, Sleeps 24
22 photos Details
Reviews (2) Make Enquiry
From
$160
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Reviews (2) Make Enquiry
From
$184
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (3) Make Enquiry
From
$297
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
24 photos Details
Reviews (2) Make Enquiry
From
$426
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 16
59 photos Details
Reviews (2) Make Enquiry
From
$708
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 8
16 photos Details
Reviews (9) Make Enquiry
From
$133
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (13) Make Enquiry
From
$153
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (25) Make Enquiry
Go to map view
Book Online(81)
Use filters to find the best results!

Suitability

  • Wheelchair access (22)
  • Elder access (102)
  • Suitable for children (123)
  • Pet friendly (113)
  • Smoking allowed (1)

Amenities

  • Internet (481)
  • All pools (374)
  • Parking (350)
  • Public pool (284)
  • Grill (257)
  • 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.