Holmes Beach Rentals
From $242 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 $242 per night (USD)VRBO
From $165 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 $165 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 $209 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 $209 per night (USD)Expedia
From $229 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 $229 per night (USD)VRBO
From $317 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 $317 per night (USD)Expedia
From $377 per night (USD)VRBO
Freshly Updated 3BR/2BA Home with Private Heated Pool & Swim-Up Tiki Bar
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC 20-000211 Welcome to Coco Cabana, a newly reimagined coastal retreat in the heart of Holmes Beach. This stylish gro ...
From $377 per night (USD)VRBO
From $255 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 $255 per night (USD)Expedia
From $268 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 $268 per night (USD)VRBO
From $396 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 $396 per night (USD)Expedia
From $306 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 $306 per night (USD)VRBO
From $232 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 $232 per night (USD)Expedia
From $249 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 $249 per night (USD)VRBO
From $205 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 $205 per night (USD)Expedia
From $207 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 $207 per night (USD)VRBO
From $377 per night (USD)Expedia
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 $377 per night (USD)Expedia
From $213 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 $213 per night (USD)VRBO
From $520 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 $520 per night (USD)Expedia
From $887 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 $887 per night (USD)VRBO
From $1112 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 $1112 per night (USD)Expedia
From $368 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 $368 per night (USD)VRBO
From $749 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 $749 per night (USD)Expedia
From $510 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 $510 per night (USD)VRBO
From $440 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 $440 per night (USD)Expedia
From $454 per night (USD)VRBO
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 $454 per night (USD)VRBO
From $779 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 $779 per night (USD)Expedia
From $139 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 $139 per night (USD)VRBO
From $554 per night (USD)Expedia
Anna Maria Island 5BR Beach House · Steps to Gulf · Pool · Tiki Hut · Renovated
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious ground-floor 5BR beach house in Holmes Beach, Anna Maria Island. Recently renovated with new flooring, updated ...
From $554 per night (USD)Expedia
From $419 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 $419 per night (USD)VRBO
From $495 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 $495 per night (USD)Expedia
From $508 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 $508 per night (USD)VRBO
From $326 per night (USD)Expedia
The Sandbox in Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST-MINUTE DEALS! This Anna Maria Island cottage offers relaxation in this charming two-bedroom, one-and-a ...
From $326 per night (USD)Expedia
From $514 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 $514 per night (USD)VRBO
From $379 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 $379 per night (USD)Expedia
From $882 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 $882 per night (USD)VRBO
From $280 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 $280 per night (USD)Expedia
From $523 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 $523 per night (USD)VRBO
From $184 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 $184 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $433 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 $433 per night (USD)Expedia
From $290 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 $290 per night (USD)VRBO
From $369 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 $369 per night (USD)Expedia
From $284 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 $284 per night (USD)VRBO
From $837 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, FL, 34217 VRC22-000025 Welcome to Seas the Day, a three level ...
From $837 per night (USD)Expedia
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 $417 per night (USD)Expedia
Anna Maria Home with Private Saltwater Pool, Close to Beach! - Casa Azul
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Azul by AMI Locals Holmes Beach Vacation Home VRC21-000108 Welcome to Casa Azul, a breathtaking tropical retreat ...
From $417 per night (USD)Expedia
From $290 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 $290 per night (USD)VRBO
From $277 per night (USD)VRBO
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 $277 per night (USD)VRBO
From $823 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 $823 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 $895 per night (USD)VRBO
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 $895 per night (USD)VRBO
From $932 per night (USD)Expedia
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 $932 per night (USD)Expedia
From $1040 per night (USD)VRBO
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 $1040 per night (USD)VRBO
From $878 per night (USD)Expedia
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 $878 per night (USD)Expedia
From $336 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 $336 per night (USD)VRBO
From $259 per night (USD)Expedia
Island Escape with Pool and Balcony! Near the Beach and Dining - Two Sisters
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Two Sisters by Anna Maria Island Accommodations 6319 Gulf Dr, Holmes Beach, FL 34217 Escape to Two Sisters, an adorabl ...
From $259 per night (USD)Expedia
From $298 per night (USD)VRBO
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 $298 per night (USD)VRBO
From $240 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 $240 per night (USD)Expedia
From $983 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 $983 per night (USD)VRBO
From $919 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 $919 per night (USD)Expedia
From $747 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 $747 per night (USD)VRBO
From $983 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 $983 per night (USD)Expedia
From $709 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 $709 per night (USD)VRBO
From $212 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 $212 per night (USD)VRBO
From $281 per night (USD)VRBO
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 $281 per night (USD)VRBO
From $422 per night (USD)Expedia
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 $422 per night (USD)Expedia
From $546 per night (USD)VRBO
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 $546 per night (USD)VRBO
From $307 per night (USD)Expedia
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 $307 per night (USD)Expedia
From $195 per night (USD)VRBO
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 $195 per night (USD)VRBO
From $218 per night (USD)Expedia
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 $218 per night (USD)Expedia
From $440 per night (USD)VRBO
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 $440 per night (USD)VRBO
From $175 per night (USD)Expedia
Blue 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 $175 per night (USD)Expedia
From $855 per night (USD)VRBO
Dream Vacation Home with Pool and Spa! On the Beach Block - Gulf Pearl
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Gulf Pearl by AMI Locals Holmes Beach Luxury Beach Home with Pool & Spa VRC21-000130 Welcome to Gulf Pearl, an exquis ...
From $855 per night (USD)VRBO
From $272 per night (USD)Expedia
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 $272 per night (USD)Expedia
From $475 per night (USD)VRBO
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 $475 per night (USD)VRBO
From $341 per night (USD)Expedia
Beautiful Condo with Beach views! Rest and Relaxation await!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Water’s Edge 205 by AMI Locals 5808 Gulf Drive Unit 205, Holmes Beach, Florida 34217 VRC21-000026 Experience the ultim ...
From $341 per night (USD)Expedia
From $1024 per night (USD)VRBO
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 $1024 per night (USD)VRBO
From $558 per night (USD)Expedia
Beach Time AMI! Pet Friendly Home with Pool, Hot Tub and Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beach Time AMI by AMI Locals 312 65th St, Holmes Beach, FL VRC19-000030 Welcome to Beach Time AMI, a five bedroom, ...
From $558 per night (USD)Expedia
From $468 per night (USD)VRBO
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 $468 per night (USD)VRBO
From $164 per night (USD)Expedia
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 $164 per night (USD)Expedia
From $262 per night (USD)VRBO
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 $262 per night (USD)VRBO
From $281 per night (USD)Expedia
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 $281 per night (USD)Expedia
From $205 per night (USD)VRBO
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)VRBO
From $242 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 $242 per night (USD)VRBO
From $343 per night (USD)VRBO
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 $343 per night (USD)VRBO
From $418 per night (USD)Expedia
Gulf Place Unit 2 in Holmes Beach
- 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 door, Gulf ...
From $418 per night (USD)Expedia
From $180 per night (USD)VRBO
Quiet Nights of Quiet Stars on Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quiet nights of quiet stars, quiet walks by quiet sea, quiet thoughts on quiet location, oh how lovely . . . Great dea ...
From $180 per night (USD)VRBO
From $341 per night (USD)Expedia
Beachwalker Cottage: Duplex within 100 steps to the sand.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Beachwalker Cottage located on sunny Anna Maria Island! This newly renovated, coastal cottage is sure to prov ...
From $341 per night (USD)Expedia
From $242 per night (USD)VRBO
Beachwalker Apartment: Duplex within 100 steps to the sand.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Beachwalker Apartment located on sunny Anna Maria Island! This newly renovated, coastal cottage is sure to pr ...
From $242 per night (USD)VRBO
From $453 per night (USD)Expedia
AMI Dreaming: Gulf View Condo, Steps to the Beach, Resort Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AMI Dreaming by Anna Maria Life Vacation Rentals 4200 Gulf Dr #105, Holmes Beach, FL 34217 What You'll Love About This ...
From $453 per night (USD)Expedia
From $243 per night (USD)VRBO
One bedroom 1 bath, pool, steps to Beach! Rent one unit or all three!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Rent one or all three units! THE Marlin is a triplex building. Unit 202 has one bedroom, one bath with a king bed and a ...
From $243 per night (USD)VRBO
From $461 per night (USD)Expedia
Coccoloba by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coccoloba! This beautiful single-family home is located across from the sugar sand beaches in Holmes Beach. Y ...
From $461 per night (USD)Expedia
From $426 per night (USD)VRBO
Anna Maria Island Direct Beachfront Condo- Awesome View and Amazing Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
View dolphins, terns, gulls, sandpipers, and other shorebirds from your 22 foot wide screened lanai. Walk directly out ...
From $426 per night (USD)VRBO
From $214 per night (USD)Expedia
Terrace Condo 6 Pool Condo Relaxing Tropical Pool Deck Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000268 Are you ready for a relaxing vacation in beautiful Holmes Beach? Look no further than this two-bedroom, tw ...
From $214 per night (USD)Expedia
From $400 per night (USD)VRBO
Sandpiper Villa! 3BR with Heated Pool, Balcony and Walk to Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sandpiper Villa by AMI Locals 5621 Gulf Dr, Holmes Beach, FL Welcome to Sandpiper Villa, a three bedroom, two bath va ...
From $400 per night (USD)VRBO
From $246 per night (USD)Expedia
Family/pet friendly less than a block to white sandy beaches. Trolley stop
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Inquire about renting its sister unit next door Coastal Retreat *Coastal Retreat on right side and Sunfish Bungalow on l ...
From $246 per night (USD)Expedia
From $346 per night (USD)VRBO
Anna Maria Gulf Beach Place Just Steps To The Edge Of The Water
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This gorgeous Fully Remodeled 1300 sq ft 2 Bedroom 2 Bath condo, located on just steps to the beach. Gulf Beach Place is ...
From $346 per night (USD)VRBO
From $777 per night (USD)Expedia
My Grand Floridian: Canal Front, Dock, Pool, Games by Anna Maria Life Vacation Rentals
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
My Grand Floridian by Anna Maria Life Vacation Rentals 207 N Harbor Dr, Holmes Beach, FL, 3427 What You'll Love About T ...
From $777 per night (USD)Expedia
From $506 per night (USD)VRBO
Elevator - Costa Lotta by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq.ft. home. Costa Lotta is the per ...
From $506 per night (USD)VRBO
From $373 per night (USD)Expedia
Boat Dock - Come Sail A Bay by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to "Come Sail A Bay"! Bring your boat and gear because this newly renovated, charming single-level home boasts 3 ...
From $373 per night (USD)Expedia