Holmes Beach Vacation Rentals

Icon
Icon
Featured
Icon
Craig House with Heated Pool
Icon

Craig House with Heated Pool

2 Bedrooms
2 Bathrooms
4.8IconIconIconIconIcon
105 reviews
$155 - $198 / night
(excl. fees & taxes)
Icon
Featured
Icon
Beach, Bay, Food, Fun - 2BD/2BA
Icon

Beach, Bay, Food, Fun - 2BD/2BA

2 Bedrooms
2 Bathrooms
4.67IconIconIconIconIcon
9 reviews
$174 - $195 / night
(excl. fees & taxes)
Icon
Icon
Anna Maria Island - Azure Bliss Vacation Home
Icon

Anna Maria Island - 3Bed 2Bath Home - Private Heated Pool - Walk to Beach

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
49 reviews
$500 / night
(excl. fees & taxes)
Icon
Icon
Coconuts included!+Family Friendly!+Close to Beach
Icon

Coconuts included!+Family Friendly!+Close to Beach

2 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
1 review
$200 - $450 / night
(excl. fees & taxes)
Icon
Icon
Island Oasis w/ Private Pool
Icon

Island Oasis w/ Private Pool

2 Bedrooms
2 Bathrooms
$224 - $550 / night
(excl. fees & taxes)
Icon
Icon
Dans Florida Condos Ocean Pearl at Runaway Bay
Icon

Dans Florida Condos Ocean Pearl at Runaway Bay

2 Bedrooms
2 Bathrooms
$278 / night
(excl. fees & taxes)
Icon
Icon
Dans Florida Condos Sea Dream at Runaway Bay
Icon

Dans Florida Condos Sea Dream at Runaway Bay

2 Bedrooms
2 Bathrooms
$257 / night
(excl. fees & taxes)
Icon
Icon
Dans Florida Condos Dolphin Bay at Runaway Bay
Icon

Dans Florida Condos Dolphin Bay at Runaway Bay

2 Bedrooms
2 Bathrooms
$314 / night
(excl. fees & taxes)
Icon
Icon
Dans Florida Condos Sea Esta at Runaway Bay
Icon

Dans Florida Condos Sea Esta at Runaway Bay

1 Bedroom
1 Bathroom
$214 / night
(excl. fees & taxes)
Icon
Icon
Dans Florida Condos Sandy Slippers at Runaway Bay
Icon

Dans Florida Condos Sandy Slippers at Runaway Bay

2 Bedrooms
2 Bathrooms
$295 / night
(excl. fees & taxes)
Icon
Icon
Icon
Making Waves
Icon

Heated Pool/Walk to Anna Maria Beaches/Restaurants

3 Bedrooms
3 Bathrooms
$658 - $900 / night
(excl. fees & taxes)
Icon
Icon
Gorgeous Beach Home with heated pool and dock
Icon

Gorgeous Beach Home with dock

3 Bedrooms
3 Bathrooms
5IconIconIconIconIcon
2 reviews
$300 - $500 / night
(excl. fees & taxes)
Icon
Icon
Merry Mermaid Tree House
Icon

Almost Beachfront, private pool/spa backyard oasis, Gulf views!

3 Bedrooms
3 Bathrooms
$1000 - $1300 / night
(excl. fees & taxes)
Icon
Icon
Icon
The Surof House
Icon

Anna Maria Island Direct Beach/ Gulf Views

2 Bedrooms
1 Bathroom
$420 - $1035 / night
(excl. fees & taxes)
Icon
Icon
2 Neighboring Homes with Pools! Close to AMI/IMG!
Icon

Rent 2 homes right next to each other! Perfect for multiple families and friends. Both homes are 3BR/2 bath with pools.

6 Bedrooms
4 Bathrooms
$798 - $1043 / night
(excl. fees & taxes)
Icon
Icon
Palma Rosa
Icon

Tropical pool home w/ outdoor TV & living space!

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
35 reviews
$226 - $1183 / night
(excl. fees & taxes)
Icon
Icon
Palma Janoli
Icon

Amazing NEW saltwater pool/spa close to AMI & IMG!

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
36 reviews
$323 - $900 / night
(excl. fees & taxes)
Icon
Icon
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Icon

Updated two stories home with private pool, pool table, ping pong table and games. Only 5 miles to Anna Maria Island and 23 miles to Siesta Key.

4 Bedrooms
3 Bathrooms
5IconIconIconIconIcon
22 reviews
$399 - $629 / night
(excl. fees & taxes)
Icon
Icon
Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub
Icon

Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub

3 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
50 reviews
$400 - $575 / night
(excl. fees & taxes)
Icon
Icon
Cozy Outdoor Livingl+Private Yard+AMI in 5 Miles!
Icon

Prime location+Private HTD Saltwater Pool+Spacious Master Suite w/private pool access. New Furniture, Appliances, Quartz Countertops, Travertine Patio

4 Bedrooms
2 Bathrooms
5IconIconIconIconIcon
12 reviews
$219 - $854 / night
(excl. fees & taxes)
Icon
Icon
Tropical Beach Condo!
Icon

Peaceful and Serene

1 Bedroom
1 Bathroom
5IconIconIconIconIcon
11 reviews
$225 - $300 / night
(excl. fees & taxes)
Icon
Icon
Poolside paradise LillyBug Lane LLC
Icon

Poolside paradise LillyBug Lane LLC

5 Bedrooms
4 Bathrooms
4.89IconIconIconIconIcon
9 reviews
$275 - $650 / night
(excl. fees & taxes)
    1 – 20 Rentals