Holmes Beach, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Holmes Beach, Florida on RentalSaver.com!

Holmes Beach Rentals

From $399 per night (USD)
VRBO
Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our newly updated ground level 2 beds/2bath unit B of the triplex located on the southern end of Holmes Beach ...
From $399 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Sea Breeze: Pool home in perfect central location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 bed 2 bath island oasis will take you back to the days of old Florida charm, but in a modern and well appointed s ...
From $458 per night (USD)
Expedia
From $215 per night (USD)
VRBO
A Getaway Retreat A 2/2 Pet Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A fabulous totally remodeled and decorated west side unit 2 Bedroom, 2 Bath elevated two level duplex home. New tile flo ...
From $215 per night (USD)
VRBO
From $221 per night (USD)
Expedia
A Getaway Retreat B 2/2 Pet Friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A fabulous totally remodeled and decorated east side unit 2 Bedroom, 2 Bath elevated two level duplex home. New tile flo ...
From $221 per night (USD)
Expedia
From $353 per night (USD)
VRBO
'Chic on the Beach': Anna Maria Island Escape!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the very best that Florida has to offer at this luxury Holmes Beach vacation rental! Located on Anna Maria Is ...
From $353 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Charming Ground Level Resort Style 3 units Condo of a TRIPLEX- unit A
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our newly updated ground level 2 beds/2bath unit A of the triplex located on the southern end of Holmes Beach ...
From $399 per night (USD)
Expedia
From $244 per night (USD)
VRBO
Steps to Beach - SunSet Azul by SeaBreeze Vacation
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sunset Azul is a fully-updated 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. It's ...
From $244 per night (USD)
VRBO
Click For Pricing
Expedia
Blue Haven Beach House - 3BR Coastal Retreat w/ Heated Pool, Gulf Views & Steps to the Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Blue Haven Beach House! On Anna Maria Island (Holmes Beach, FL) Discover island charm and modern comforts at ...
Click For Pricing
Expedia
From $352 per night (USD)
VRBO
Chic Island Escape with Pool, Spa and Short Walk to the Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Island Princess by AMI Locals Chic Island Escape with Pool, Spa and Short Walk to the Beach 213 84th St, Holmes Beach ...
From $352 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Putting Green - Flip Flops Forever by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Recently renovated! Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet resi ...
From $420 per night (USD)
VRBO
From $1577 per night (USD)
VRBO
Luxury home just steps away from the beach with pool, spa & rooftop!
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
The Ritz by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Rooftop deck • Heated pool and spa • Coffee ...
From $1577 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Steps from Beach! Grill - Wif
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beach Walk 3 is a 1 bedroom, 1 bath suite on the 2nd level, just steps from the beach and includes a heated pool. Unit a ...
From $295 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Beach Walk #2 Beach Side Villa
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beach Walk 2 is a 1 bedroom, 1 bath second level villa, just steps from the beach and includes a heated pool. Amenities ...
From $249 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Private 2 bedroom, 2 bath ground level cottage west of Gulf Drive!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This colorful, recently updated 2-bedroom, 1.5-bathroom ground level home is delightfully placed just a block and a half ...
From $317 per night (USD)
Expedia
From $252 per night (USD)
VRBO
2 bedroom unit, West of Gulf Drive. Only steps to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome! This quaint 2-bedroom, 1-bathroom single level home is nestled on Anna Maria Island. The master suite has a ...
From $252 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Delightful, comfortable villa just steps from the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Placed in the heart of Anna Maria Island, this wonderful, single story, fully furnished 2-bedroom, 2-bathroom home is ne ...
From $272 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Gulf-front, heated pool, stocked kitchen, and private parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A beautiful, beachfront condo has 2 bedrooms and 2 bathrooms and a gorgeous balcony view of the Gulf of Mexico. The smal ...
From $518 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Inviting Condo with Shared Pool, High-Speed WiFi, and Central AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Mangrove Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $190 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Cozy Night Side Cottage, 2 BR, Heated Pool on quiet street on Anna Maria Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC# 19-000219 This cozy 2 bedroom 2 full bath cottage is half of our A Lazy River Day and Night duplex. You will feel ...
From $404 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Seabreeze Condo B Close to the beach, Pet Friendly, With A Pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC16-000531 Seabreeze Condo B is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $196 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Four Beach Lovers 2 | Beach Right At Your Door
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
VRC16-000517 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $504 per night (USD)
VRBO
From $991 per night (USD)
Expedia
Beach Front 4 Units at Four Beach Lovers All Units
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
VRC16-000516 VRC16-000517 VRC16-000518 VRC16-000519 Four Beach Lovers is thoroughly cleaned and sanitized prior to your ...
From $991 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Mainsail Beach Inn Charming Beach Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located on the first floor of Mainsail Beach Inn, offering a small patio and close proximity to the pool, an amazing val ...
From $607 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Sapphire Beach House by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome back to Sapphire Beach House! Casual yet luxurious, this three-bedroom duplex with a private, heated pool and cl ...
From $438 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Gulf Shores Beachfront Condo Gorgeous views and only steps to the sand!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
View dolphins, terns, gulls, sandpipers, and other shorebirds from your 22 foot wide screened lanai. Walk directly out t ...
From $448 per night (USD)
VRBO
From $176 per night (USD)
Expedia
WBC 223 Beautiful 2/2 Remodeled Close to Beach, Tennis, 2 Heated Pools
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC21-000082 West Bay Cove 223 located at 600 Manatee is a picturesque and luxurious two bedroom two bath condo which ...
From $176 per night (USD)
Expedia
From $454 per night (USD)
VRBO
Ideal Family Getaway: Private Pool 2 Mins from the Beach - Lay'By, Too
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lay'By, Too by AMI Locals Home in Holmes Beach, Florida VRC16-000175 Welcome to Lay'By, Too! This vibrant ground-level ...
From $454 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Sailfish Gulf Suites #2, Beachfront, Steps to the Sand
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable ...
From $359 per night (USD)
Expedia
From $220 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 $220 per night (USD)
VRBO
From $525 per night (USD)
Expedia
A Lazy River Day & Night 4 Bedrm w lazy river heated pool! Bikes & Beach Gear!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
VRC# 19-000218 VRC# 19-000219 Versatile 4 bedroom 3 1/2 bath home perfect for families or friends traveling together b ...
From $525 per night (USD)
Expedia
From $193 per night (USD)
VRBO
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 $193 per night (USD)
VRBO
From $229 per night (USD)
Expedia
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 $229 per night (USD)
Expedia
From $573 per night (USD)
VRBO
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 $573 per night (USD)
VRBO
From $300 per night (USD)
Expedia
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 $300 per night (USD)
Expedia
From $170 per night (USD)
VRBO
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 $170 per night (USD)
VRBO
From $370 per night (USD)
Expedia
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 $370 per night (USD)
Expedia
From $694 per night (USD)
VRBO
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 $694 per night (USD)
VRBO
From $245 per night (USD)
Expedia
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 $245 per night (USD)
Expedia
From $244 per night (USD)
VRBO
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 $244 per night (USD)
VRBO
From $162 per night (USD)
Expedia
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 $162 per night (USD)
Expedia
From $735 per night (USD)
VRBO
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 $735 per night (USD)
VRBO
From $206 per night (USD)
Expedia
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 $206 per night (USD)
Expedia
From $234 per night (USD)
VRBO
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 $234 per night (USD)
VRBO
From $213 per night (USD)
Expedia
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 $213 per night (USD)
Expedia
From $317 per night (USD)
VRBO
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 $317 per night (USD)
VRBO
From $394 per night (USD)
Expedia
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 $394 per night (USD)
Expedia
From $263 per night (USD)
VRBO
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 $263 per night (USD)
VRBO
From $284 per night (USD)
Expedia
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 $284 per night (USD)
Expedia
From $412 per night (USD)
VRBO
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 $412 per night (USD)
VRBO
From $306 per night (USD)
Expedia
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 $306 per night (USD)
Expedia
From $281 per night (USD)
VRBO
WE 110 Lovely Gulf Front 2/2 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
VRC 22-000004 Waters Edge Condo 110S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf D ...
From $281 per night (USD)
VRBO
From $205 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 $205 per night (USD)
Expedia
From $235 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 $235 per night (USD)
VRBO
From $196 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 $196 per night (USD)
Expedia
From $314 per night (USD)
VRBO
The Bungalow on Guava-Pool Home-By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just a quick flip-flop walk from the beach, you will find this completely updated beach retreat. This private pool bunga ...
From $314 per night (USD)
VRBO
From $213 per night (USD)
Expedia
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 $213 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Spend your AMI vacation at Our Blue Heaven!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our Paradise Regained! After months of hard work, the reconstruction after significant damage caused by hurricanes Helen ...
From $483 per night (USD)
VRBO
From $505 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 $505 per night (USD)
Expedia
From $810 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 $810 per night (USD)
VRBO
From $843 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 $843 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Caribbean Reef! Cozy Pool Home Near Gulf!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Caribbean Reef by AMI Locals Holmes Beach Villa with Private Pool, Patio, and Steps to the Beach VRC18-000084 Welco ...
From $349 per night (USD)
VRBO
From $690 per night (USD)
Expedia
Luxury Home with Private Pool and Spa! Short Walk to Beach! - Mojito Splash
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Mojito Splash by AMI Locals Holmes Beach Luxury Waterfront Home with Pool and Outdoor Entertaining VRC18-000068 Welco ...
From $690 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Beautiful Bungalow with Private Pool and Spa, just Steps to the Beach! - Mermaid
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Mermaids Watch by Anna Maria Island Accommodations 207 69th Street, Unit A, Holmes Beach, Florida VRC18-000086 Welcome ...
From $460 per night (USD)
VRBO
From $345 per night (USD)
Expedia
The Pink Chicken by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the Pink Chicken! A beautifully updated and bright 3 bedroom home on Anna Maria Island. *Features include* ...
From $345 per night (USD)
Expedia
From $450 per night (USD)
VRBO
Gone Coastal 3 by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This stylish 3 bedroom, 2 and a half bath vacation home is located just a short walk from Anna Maria Island's sugar whit ...
From $450 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Gone Coastal by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Gone Coastal, where every detail was carefully crafted for an unforgettable stay. *Features include* * Pri ...
From $275 per night (USD)
Expedia
From $401 per night (USD)
VRBO
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 $401 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Beautiful Bungalow with Private Pool! Close to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Day Break Bungalow by AMI Locals Anna Maria Island Luxury Vacation Home VRC19-000140 Experience the ultimate beachsid ...
From $427 per night (USD)
Expedia
From $430 per night (USD)
VRBO
PRIVATE HEATED POOL! 150 Steps to Beach! No property management fees!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Gulf Breeze is a cozy Key West style coastal cottage ideally located 150 steps to the beautiful white sand beach. The p ...
From $430 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Gone Coastal Duplex by Beach Boutique Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
*Announcement* Please note that for all bookings with arrival between now and September 2025 the fourth bedroom will hav ...
From $528 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Gone Coastal Too by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Gone Coastal, Too! This sister property to Gone Coastal has all the comforts of home. *Features include* * ...
From $316 per night (USD)
VRBO
From $749 per night (USD)
Expedia
September Golf Cart Special
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 $749 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Escape to Paradise, visit Anna Maria Island!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Anna Maria Island is one of Florida's most beautiful islands. Out of the way, yet easily accessible. Incredible Sunsets ...
From $214 per night (USD)
VRBO
From $573 per night (USD)
VRBO
Charming Home on Anna Maria Island 2 Blocks from Beach with Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming 3 bedroom, 2 bathroom, split floor plan on the North end of Holmes Beach, Anna Maria Island. This home is ever ...
From $573 per night (USD)
VRBO
From $122 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 $122 per night (USD)
VRBO
From $562 per night (USD)
Expedia
5 Bedrooms*Close to Beach* Pool*Tiki Hut* Newly Renovated**
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
August dates will receive 15% discount! Ground level home with large pool and tiki bar. Our home has been totally renova ...
From $562 per night (USD)
Expedia
From $333 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 $333 per night (USD)
VRBO
From $451 per night (USD)
Expedia
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 $451 per night (USD)
Expedia
From $377 per night (USD)
VRBO
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 $377 per night (USD)
VRBO
From $412 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 $412 per night (USD)
Expedia
From $457 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 $457 per night (USD)
VRBO
From $314 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 $314 per night (USD)
Expedia
From $1158 per night (USD)
VRBO
Just Beachy managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
128 49th St Holmes Beach VRC 21-000019 NO CANCELATION FEES Cancellation Policy (Effective for reservations made on or af ...
From $1158 per night (USD)
VRBO
From $866 per night (USD)
Expedia
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 $866 per night (USD)
Expedia
From $556 per night (USD)
VRBO
Waters Edge 110N by Duncan Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Water's Edge, a beachfront getaway with stunning views! The Water's Edge 110N condo is a beautiful two-bedroo ...
From $556 per night (USD)
VRBO
From $229 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 $229 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Beautifully Remodeled Home with Private Pool and Spa! Near beach & shopping!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Last Resort by AMI Locals Holmes Beach Waterfront Retreat with Pool & Hot Tub VRC19-000160 Welcome to Last Resort, th ...
From $586 per night (USD)
VRBO
From $179 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 $179 per night (USD)
Expedia
Click For Pricing
VRBO
Newly Updated Condo with Pool, Near the Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea You Soon by AMI Locals Holmes Beach Luxury Condo Near Beach and Trolley VRC22-000162 Welcome to Sea You Soon, a b ...
Click For Pricing
VRBO
From $874 per night (USD)
Expedia
Steps to Beach! Private Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Ah, the smell of salt and sand. There's no elixir on this blessed earth like it. Our luxury Anna Maria Island Townhome ...
From $874 per night (USD)
Expedia
From $407 per night (USD)
VRBO
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 $407 per night (USD)
VRBO
From $467 per night (USD)
Expedia
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)
Expedia
From $154 per night (USD)
VRBO
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 $154 per night (USD)
VRBO
From $357 per night (USD)
Expedia
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 $357 per night (USD)
Expedia
From $264 per night (USD)
VRBO
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 $264 per night (USD)
VRBO
From $766 per night (USD)
Expedia
AMI Retreat! Pool, Spa, Ping Pong and Walk to Holmes Beach
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Seas the Day by AMI Locals 7204 Palm Dr, Holmes Beach, Florida VRC22-000025 Welcome to Seas the Day, a three level ...
From $766 per night (USD)
Expedia
From $1232 per night (USD)
VRBO
UNFORGETTABLE BEACH HOME! Heated pool/spa! Just steps to beach & Stunning views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Perfectly located on Holmes Beach, AMI. Just steps to the beach! This beautifully built (2021) home sets the highest st ...
From $1232 per night (USD)
VRBO
From $302 per night (USD)
VRBO
Pool - Casa Del Mar by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Casa Del Mar is a beautiful Key West-style home featuring 4 bedrooms/2.5 bathrooms. This property is located on the nort ...
From $302 per night (USD)
VRBO
From $542 per night (USD)
VRBO
Our Waterfront Home Is All Ready Just For You!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is the Florida view you have been dreaming of... Single family home situated at the end of a natural canal with a v ...
From $542 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 Pricing
Expedia

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