
Holmes Beach Rentals

- From $211 per night (USD)
VRBO
2 Bedroom Townhouse for Unforgettable Vacations!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to La Playita #2 a spacious 2 bedroom, 2 bath townhouse in a small quiet complex just 1 block to the beach. � ...
From $211 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Palm Cay 3 2/1 Condo Pool Near White Sandy Beach Close To Dining & Shopping
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000554 Palm Cay Condominium #3 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for ...
From $168 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Ocean Park Terrace 202 Gulf Front Spacious 2/2 Pool Condo Rooftop Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ocean Park Terrace #202, located directly on the beautiful Gulf of Mexico at 2700 Gulf Drive in Bradenton Beach, feature ...
From $243 per night (USD)VRBO
- From $719 per night (USD)
Expedia
Franks Beach House Beautiful 3 Bedroom Home With Spectacular Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000543 Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Driv ...
From $719 per night (USD)Expedia
- From $336 per night (USD)
VRBO
While Away A: Beach Bliss Reimagined
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000510 Modern Charm Meets Island Ease Step into While Away A, where laid-back Florida vibes meet modern elegance ...
From $336 per night (USD)VRBO
- From $175 per night (USD)
Expedia
WE 106 Lovely Gulf Front 1/1 Pool Condo Relax On Sugar Sand Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC21-000074 Waters Edge Unit 106S, located at 5806 Gulf Drive in the northern end of Holmes Beach, is a spacious one b ...
From $175 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Seaside Beach House 201 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000507 Seaside Beach House #201 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $334 per night (USD)VRBO
- From $740 per night (USD)
Expedia
Sunkissed&Salty: Prime Location!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
No hurricane damage from Helene or Milton! We are welcoming guests for 2025! Dreamy Amenities. Prime Island Location. ...
From $740 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Anna Maria Beach Place 5 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC 21-000062 Anna Maria Beach Place 5 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $223 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Anna Cabana Bungalow #2. Cute And Cozy 1 Bedroom With A Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
VRC 19-000212 Anna Cabana Bungalow is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...
From $242 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Anna Cabana Bungalow 3 Cute And Cozy Efficiency With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
VRC 19-000213 Embrace the charm of Anna Cabana Bungalow #3, where you're never more than a short walk from the beach, a ...
From $176 per night (USD)VRBO
- From $888 per night (USD)
Expedia
MI Happy Place | Private Resort for Groups
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 24
VRC's 19-000207, 19-000208, 19-000209 & 19-000210 MI Happy Place | Private Resort for Groups Newly Renovated! Your Excl ...
From $888 per night (USD)Expedia
- From $216 per night (USD)
VRBO
Sea Esta 3/2 Duplex Private Pool Close To Tennis Boat Ramp Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC19-000216 Sea-Esta located at 409 63rd St in Holmes Beach is a three bedroom two bathroom, ground level unit, that s ...
From $216 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Relax, recharge, repeat—AMI style
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy Island Escape Just Steps from the Gulf Tucked within a charming six-unit complex in Holmes Beach, this beautifully ...
From $243 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Anna Cabana Bungalow 1 Cute And Cozy 1 Bedroom With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
VRC 19-00211 Anna Cabana Bungalow is thoroughly cleaned and sanitized prior to your arrival. We pay special attention t ...
From $220 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Anna Cabana Bungalow 4 Cute And Cozy 2 Bedroom With A Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC 19-000214 Anna Cabana Bungalow is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...
From $325 per night (USD)Expedia
- From $422 per night (USD)
VRBO
Coco Cabana Beautiful 3/2 Home With Tropical Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC 20-000211 This property has keyless, no-contact check in for your convenience. Coco Cabana located at 309 A 58th S ...
From $422 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Four Beach Lovers 3 | Beach Property, Garden View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000518 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to ...
From $250 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Four Beach Lovers 4 | Beach Property, Garden View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000519 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $270 per night (USD)VRBO
- From $370 per night (USD)
Expedia
Four Beach Lovers 1 | Beach Right At Your Door
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000516 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to ...
From $370 per night (USD)Expedia
- From $328 per night (USD)
VRBO
Bollinger Duplex Both Sides 3 Bedroom Pet Friendly
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 12
VRC16-000478 & VRC16-000479 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special a ...
From $328 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Sirena Del Mar | Newly Remodeled, Steps to Beach & Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC20-000200 Escape to Sirena Del Mar, a newly updated 3-bedroom, 2-bath home in the heart of Holmes Beach. Just two blo ...
From $225 per night (USD)Expedia
- From $256 per night (USD)
VRBO
WE 102 Beautiful Gulf Front 2/2 Pool Condo Relax On Sugar Sand Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC21-000027 Waters Edge Condo 102N is a newly renovated two bedroom, two bath unit, located at 5808 Gulf Drive in Holm ...
From $256 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Sandy Point 210 2/2 Pool Condo Mangrove Preserve
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000215 Sandy Pointe Condo #210, at 3607 East Bay Drive is a cheerful, two bedroom and two bath condo in a seclude ...
From $208 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Bollinger Duplex A Pet Friendly 2 Bedroom One Block From Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000478 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to hi ...
From $236 per night (USD)VRBO
- From $442 per night (USD)
Expedia
Relax the Day Away - Palm Isle Village on Anna Maria Island - By Island Real Est
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Relax the Day Away - Palm Isle Village on Anna Maria Island. 3215 Gulf Drive at Palm Isle Village in Holmes Beach, FL - ...
From $442 per night (USD)Expedia
- From $708 per night (USD)
VRBO
Best Value on Anna Maria Island, Heated Pool, 1.5 Blocks from Beach, Pets OK!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
This upper and lower unit duplex home is located steps from the Gulf of Mexico on historic Anna Maria Island. These Holm ...
From $708 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Lovely 3 bedroom duplex on Anna Maria Island, Private pool, pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Isle Haven A is the perfect home for you to make memories that will last a life time! It is a dreamy beach getaway to re ...
From $499 per night (USD)Expedia
- From $750 per night (USD)
VRBO
Coral Escape: 6-Bedroom Anna Maria Island Home with Pool & Spa 1 Block to Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Coral Escape by AMI Locals Home in Holmes Beach, Florida VRC18-000089 Welcome to Coral Escape! Coral Escape is a stu ...
From $750 per night (USD)VRBO
- From $859 per night (USD)
Expedia
Beautiful luxury home! Pool, rooftop deck, steps from the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Avalon by AMI Locals 2803 Avenue E, Holmes Beach, Florida VRC18-000082 Welcome to Avalon! This stunning 4-bedroom, 3.5- ...
From $859 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Charming Cottage, one block off beach with a private pool and gorgeous backyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Caribbean Reef by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private heated pool • Private patio ...
From $349 per night (USD)VRBO
- From $473 per night (USD)
Expedia
Ground level home with private pool, just steps to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mermaids Watch by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private backyard with a heated pool ...
From $473 per night (USD)Expedia
- From $624 per night (USD)
VRBO
Luxury home with private pool and spa, short walk to beach! - Mojito Splash
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Mojito Splash by AMI Locals Home in Holmes Beach 34217 VRC18-000068 Welcome to Mojito Splash! This stunning five-bed ...
From $624 per night (USD)VRBO
- From $385 per night (USD)
Expedia
2 MIN WALK TO GULF BEACHES, LG HEATED POOL, XLG LANAI - GAS GRILL and More
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Whispering Palms Villa at North Beach Village is a bright and sunny, tastefully decorated beach style townhouse located ...
From $385 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Beautiful bungalow with private pool! Close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Day Break Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Pool • BBQ grill, Backyard patio po ...
From $411 per night (USD)VRBO
- From $709 per night (USD)
Expedia
On the Beach: Breathtaking 180 degree views of Gulf of Mexico
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful 5-bedroom, 4-bathroom vacation home in Holmes Beach is just steps from the beach with fantastic Gulf view ...
From $709 per night (USD)Expedia
- From $135 per night (USD)
VRBO
SUPER CLEAN @ Sunbow Bay. Sleeps 6, easy walk to gulf/groceries, nice amenities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
CLEAN, CLEAN, CLEAN!! This beautiful, clean and conveniently located Holmes Beach condo has fresh furnishings and nice, ...
From $135 per night (USD)VRBO
- From $498 per night (USD)
Expedia
5 Bedrooms*Close to Beach* Pool*Tiki Hut* Newly Renovated**
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Ground level home with large pool and tiki bar. Our home has been totally renovated with all new flooring, bathrooms, fu ...
From $498 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Private pool and close to beach! Near shopping and dining!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Blissful Bungalow by AMI Locals Home in Holmes Beach Florida VRC21-000131 Welcome to Blissful Bungalow, a chic ranch-st ...
From $376 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Steps to the beach! PRIVATE HEATED POOL w covered lanai. Central location.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $391 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Two minute walk to beach! PRIVATE HEATED POOL w covered lanai. Great location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $440 per night (USD)VRBO
- From $342 per night (USD)
Expedia
GREAT COTTAGE w/Heated Pool, Dog- See Note - Allowed, FREE WiFi/Trolley,...
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST-MINUTE DEALS! This Anna Maria Island cottage offers relaxation in this charming two-bedroo ...
From $342 per night (USD)Expedia
- From $470 per night (USD)
VRBO
Luxury home on Anna Maria Island, private heated pool, pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
It's My Dream is a brand new and lovely island-themed private duplex with 3 bedrooms and 2 bathrooms. Equipped with a pr ...
From $470 per night (USD)VRBO
- From $416 per night (USD)
Expedia
Private pool, 3 bedroom on Anna Maria Island, only minutes to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The comfort in Egret's Landing is stunning. The home is fully equipped with everything you need like a full kitchen with ...
From $416 per night (USD)Expedia
- From $823 per night (USD)
VRBO
Luana Breeze close to AMI beach. Pool, Spa, Tiki Hut.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this ...
From $823 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Sea Pirate Condominium in Holmes Beach - 2BR Condo with Pool - By Island Real Es
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
"Sea Pirate 2" is a bright and sunny, ground-floor vacation rental condo that features beach decor, has an oversized hea ...
From $233 per night (USD)Expedia
- From $578 per night (USD)
VRBO
Beautifully remodeled with private pool and spa! Located near beach & shopping!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Last Resort by AMI Locals Home in Holmes Beach, Florida VRC19-000160 Welcome to Last Resort, the perfect ground-level, ...
From $578 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Expansive Views, Walk to Beach and Grocer, Anna Maria Island Vacation Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy quiet sunsets from your private screened balcony at this two bedroom two bathroom third floor condo with preserve ...
From $187 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Newly renovated condo with community pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea You Soon by AMI Locals Condo in Holmes Beach VRC22-000162 Welcome to Sea You Soon, a newly refreshed three-level ...
From $280 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Beachfront - Sun Plaza West 214 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
**The pool will be closed for resurfacing starting in Mid July through the beginning of September.** Sun Plaza West is ...
From $455 per night (USD)Expedia
- From $467 per night (USD)
VRBO
Beach House Anna Maria Island, FL - 1 block to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautiful home in North Beach Village on Anna Maria Island, where coastal charm and exceptional privacy ...
From $467 per night (USD)VRBO
- From $167 per night (USD)
Expedia
WBC 226 Spacious 1/1 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
VRC20-000180 West-bay Cove 226 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious one bedro ...
From $167 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Private Heated Pool and Close to the beach with beach gear and Dog friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This nicely appointed 2 bedroom, 2 bath ground floor home with Private Pool is located one very short block to the beaut ...
From $333 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Two great beach accesses just steps away!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000097 The Palms #4 is in Holmes Beach is just a short walk to the beach, walk to the shops and grocery store and ...
From $247 per night (USD)Expedia
- From $763 per night (USD)
VRBO
Luxury Home, Pool, Games, Multiple Kitchen areas, Rooftop Deck - Seas the Day
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Seas the Day by AMI Locals Home in Holmes Beach, Florida VRC22-000025 Welcome to Seas the Day! This stunning three-l ...
From $763 per night (USD)VRBO
- Click For Pricing
Expedia
Gulf of Mexico On The BEACH !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom, 1 Bath with full Pullman Kitchen. Sleeps 4, Pull Out Couch in Living Room. Directly on the BEACH !! Pool and ...
Click For PricingExpedia
- From $254 per night (USD)
VRBO
La Playita 7 | Steps to Beach, Heated Pool & Walkable Island Charm.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 21-000073 La Playita 7 | Coastal Escape with Pool, Steps from the Beach Island Comfort in the Perfect Location Tuc ...
From $254 per night (USD)VRBO
- From $443 per night (USD)
Expedia
Close to Beach with Private Saltwater Pool - Casa Azul
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Azul by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000108 Casa Azul is a stunning vacation home nest ...
From $443 per night (USD)Expedia
- From $768 per night (USD)
VRBO
Amazing home with WATERSLIDE! One Block off beach! Life is Just Beachy here!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Just Beachy on beautiful Anna Maria Island! Have the trip of a lifetime at this beautifully appointed 6 bedro ...
From $768 per night (USD)VRBO
- From $269 per night (USD)
Expedia
5400 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. 55+
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
5400 Gulf Drive, Unit 30 - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 6 people. VRC Community Po ...
From $269 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Martinique 505 South - Anna Maria Island - Condo 2 Bedroom / 2 Bath gulf...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Martinique 505 South - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC#20-000110 Beach ...
From $353 per night (USD)VRBO
- From $966 per night (USD)
Expedia
Mainsail Beach Inn 2 Bedroom Beach Facing Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $966 per night (USD)Expedia
- From $865 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom Beach Front Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $865 per night (USD)VRBO
- From $928 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Beach Front unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $928 per night (USD)Expedia
- From $867 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The interior decor in your private Holmes Beach vacation rental is elegant, fresh and bright. These three bedroom, three ...
From $867 per night (USD)VRBO
- From $318 per night (USD)
Expedia
Steps to Beach - Tropical Sunset 2 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located right across the street from the world-famous Anna Maria Island beaches, this two-bedroom condo is newly remodel ...
From $318 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Charming Ground Level Resort Style 3 unit Condo - unit C
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Your Perfect Beach Getaway! Escape to our beautifully updated ground-level unit C of a charming triplex, nes ...
From $392 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Townhome near the beach with heated pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Two Sisters by Anna Maria Island Accommodations Townhome in Holmes Beach. FL 34217 Welcome to Two Sisters, an adorable ...
From $300 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Beach n It: Dog Friendly, Pool, Convenient to all of AMI by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach n It by Anna Maria Life Vacation Rentals 410 Bay Palms Dr., Holmes Beach, FL 34217 What you'll love about this ho ...
From $258 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Close to beach, trolley, shops and restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Walk 1 is a ground level 2 bedroom, 2 bath villa, just steps from the beach and includes a shared heated pool. Uni ...
From $316 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Condo w/ Pool & Gulf Access on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
3rd-Floor Unit | Central A/C | Screened-In Porch w/ Bay View Leave your worries behind and bring your flip flops and sw ...
From $159 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Palm Isle Village - 2BR Condo with Pool - Anna Maria Island - By Island Real Est
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The peaceful and airy feeling at “Palm Isle Village 3210” is a condo style Holmes Beach vacation home located in the cen ...
From $187 per night (USD)Expedia
- From $919 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Facing Unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $919 per night (USD)VRBO
- From $1024 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Beach Front Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $1024 per night (USD)Expedia
- From $795 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The stunning newly rennovated interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The ...
From $795 per night (USD)VRBO
- From $942 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Beach Front Unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $942 per night (USD)Expedia
- From $712 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2 ba ...
From $712 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Castnetter Beach Resort 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Anna Maria Island's "Castnetter 6" is a delightful Island local located directly across the street from the seven acre " ...
From $331 per night (USD)Expedia
- From $454 per night (USD)
VRBO
A Getaway Retreat Both Units 4 Bedrooms/4 Baths
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
A fabulous totally remodeled and decorated west/east side unit 4 Bedroom, 4 Bath elevated two level duplex home. New ti ...
From $454 per night (USD)VRBO
- From $605 per night (USD)
Expedia
Pristine Anna Maria Island Beachfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking to experience Old World Florida charm with a modern twist, "The Sandy Turtle" - Gulf Place Condominium #D15 on A ...
From $605 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Single Level Home- 1 Minute Walk to the Beach- 5 minute walk to Restaurant/Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Recently renovated with new kitchen and more! Welcome to our Blue Grotto on the beautiful Anna Maria Island. We hope yo ...
From $317 per night (USD)VRBO
- From $190 per night (USD)
Expedia
WBC 231 Beautiful 2/2 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC20-000177 Westbay Cove 231 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $190 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Incredible Water Views WBC 238
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC20-000176 Westbay Cove 238 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $179 per night (USD)VRBO
- From $557 per night (USD)
Expedia
SS Salamander | Rent Both Units | Heated Pool | Steps to Beach | Sleeps 10!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
VRC's 16-000499 & 16-000500 Your Ultimate Group Getaway in Holmes Beach Just one block from the beach, SS Salamander is ...
From $557 per night (USD)Expedia
- From $200 per night (USD)
VRBO
lue Bayou: Dog Friendly Home - 5 Houses to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Blue Bayou by Anna Maria Life Vacation Rentals 201 76th St. West Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $200 per night (USD)VRBO
- From $896 per night (USD)
Expedia
Dream Vacation Home with Pool and Spa, close to Beach - Gulf Pearl
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Gulf Pearl by AMI Locals Home in Holmes Beach, Florida VRC21-000130 Welcome to Gulf Pearl! This stunning vacation h ...
From $896 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Palm Oasis Villa West is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This ...
From $227 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Cozy 'Day' Side Cottage with Heated Pool Pet Friendly No size restrictions
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC# 19-000218 Cozy 'Day' Side Cottage is located in Holmes Beach on Anna Maria Island. It offers 2 bedrooms and 1 1/ ...
From $404 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Beautiful 1 bedroom Condo with Beach views! Rest and relaxation await!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Condo Unit Layout: Located on the 2nd Level, elevator on site • King Master bedroom, ensuite bathroom with shower/tub co ...
From $308 per night (USD)VRBO
- From $1008 per night (USD)
Expedia
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Holmes Beach House For Rent - Luxury Vacation Rental on Anna Maria Island, Florida *All New Flooring, New Bathrooms (3 ...
From $1008 per night (USD)Expedia
- From $549 per night (USD)
VRBO
Perfect Family Vacation home, private pool - so Close to BEACH!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beach Time AMI by AMI Locals Home in Holmes Beach, Florida VRC19-000030 Highlights • Less than a 5-minute walk to the ...
From $549 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Southern Comfort 4/3 with a heated pool and boat dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VRC20-000246 Southern Comfort is located at 403 28th Street in Holmes Beach on a quiet dead end street. This beautiful ...
From $500 per night (USD)Expedia
- From $182 per night (USD)
VRBO
WBC 142 Pleasant 2/2 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
VRC20-000142 Westbay Cove 142 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $182 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Palm Oasis Villa East is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This ...
From $227 per night (USD)Expedia
- From $340 per night (USD)
VRBO
WBC 131 Spacious Bay Front 2/2 Pool Condo Close To Manatee Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC 20-000136 Westbay Cove 131 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedro ...
From $340 per night (USD)VRBO
- From $205 per night (USD)
Expedia
WBC 236 Freshly remodeled, pristine 2/2 condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 20-000141 West Bay Cove 236 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedr ...
From $205 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Unit 204 TWO BEDROOM POOL CLOSE TO BEACH! GREAT LOCATION!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
THE Marlin is a triplex building. Unit 202 has one bedroom, one bath with a king bed and a futon sleeper sofa. Unit ...
From $251 per night (USD)VRBO
- From $381 per night (USD)
Expedia
Spacious 3 bedroom town home on Anna Maria Island, community pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
For your relaxing and family fun, Anna Maria Island vacation, check out this spacious beautiful 3 bedroom, 2.5 bath town ...
From $381 per night (USD)Expedia
- Click For Pricing
VRBO
“Sea Haven AMI\" on Spring Lake, 3 min walk to the beach, Mid-Island location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This property usually rents SATURDAY to SATURDAY*** Minimum 7 night rental. If you book for arrival on any other day, t ...
Click For PricingVRBO
- From $532 per night (USD)
Expedia
Direct Gulf Beach 3 Bed/2Bath w/ Heated Pool, FREE WiFi & Trolley, Great...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! If you like to be close to everything AND have the beach right out your back ...
From $532 per night (USD)Expedia