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 $266 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 $266 per night (USD)
VRBO
From $694 per night (USD)
Expedia
The Tiki Treehouse: Luxury Beach Retreat at Grassy Point Nature Preserve
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Seven beds nestled among manicured palm trees and mangroves, two minutes' walk to America's best beach. Tiki Bar lounge ...
From $694 per night (USD)
Expedia
From $466 per night (USD)
VRBO
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 $466 per night (USD)
VRBO
From $316 per night (USD)
Expedia
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)
Expedia
From $779 per night (USD)
VRBO
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)
VRBO
From $222 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 $222 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 $139 per night (USD)
Expedia
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)
Expedia
From $554 per night (USD)
VRBO
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)
VRBO
From $575 per night (USD)
Expedia
Perfect Family Vacation Home with Private Pool and Tropical Landscaping
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Casa Bella by AMI Locals Home in Holmes Beach, Florida VRC22-000114 Welcome to Casa Bella, a spacious corner-lot luxury ...
From $575 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
Click For Pricing
Expedia
Radiant Resort Sixty-Six, 1 Bedroom Suite, Not Far from your Favorite Destinations
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For Pricing
Expedia
From $254 per night (USD)
VRBO
Steps to Beach - Sea Pirate Unit 6 by SeaBreeze Vacation
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Relax, unwind, and make the best beach memories in this beachy home! This home has a fully-equipped kitchen that will ma ...
From $254 per night (USD)
VRBO
From $514 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 $514 per night (USD)
Expedia
From $379 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 $379 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 $1156 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 $1156 per night (USD)
VRBO
From $882 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 $882 per night (USD)
Expedia
From $562 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 $562 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
From $780 per night (USD)
VRBO
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 $780 per night (USD)
VRBO
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 $206 per night (USD)
Expedia
BEAUTIFUL 3 Bed/2.5 Bath Townhome, Pool, Minutes From AMI Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST-MINUTE DEALS! Come enjoy an amazing Gulf coast vacation in the beautiful 3 bedroom, 2.5 ba ...
From $206 per night (USD)
Expedia
From $369 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 $369 per night (USD)
VRBO
From $284 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 $284 per night (USD)
Expedia
From $837 per night (USD)
VRBO
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)
VRBO
From $272 per night (USD)
Expedia
Liddie's Place: Gulf Front Sun Plaza West Condo, Pool, Tennis by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Liddie's Place by Anna Maria Life Vacation Rentals 5608 Gulf Drive, #209, Holmes Beach, FL 34217 What You'll Love About ...
From $272 per night (USD)
Expedia
From $540 per night (USD)
VRBO
Updated Home with Outdoor Dining and heated Pool! 2 Minutes to Beach! - Native S
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Native Sun by AMI Locals Holmes Beach Home with Pool and Trolley Stop VR22-000055 Welcome to Native Sun, a beautifull ...
From $540 per night (USD)
VRBO
From $1267 per night (USD)
Expedia
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 $1267 per night (USD)
Expedia
From $304 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 $304 per night (USD)
VRBO
From $542 per night (USD)
Expedia
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)
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 $463 per night (USD)
VRBO
Mello on the Beach - Lil' Nauti
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nostalgic, eclectic, and built to recharge. Lil' Nauti is a one-bedroom one-bathroom pet-friendly vacation rental on Ann ...
From $463 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Mello on the Beach - Shore Enuff
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfect for post-beach lunch or a meal back at basecamp, our colorful kitchenettes feature refrigerator, dishwasher, sto ...
From $496 per night (USD)
Expedia
From $519 per night (USD)
VRBO
Mello on the Beach - Gone Coastal
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfect for post-beach lunch or a meal back at basecamp, our colorful kitchenettes feature refrigerator, dishwasher, sto ...
From $519 per night (USD)
VRBO
From $501 per night (USD)
Expedia
Mello on the Beach - Hip Nautic
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfect for post-beach lunch or a meal back at basecamp, our colorful kitchenettes feature refrigerator, dishwasher, sto ...
From $501 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Mello on the Beach - Slow M'Ocean
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The best view in the house awaits at Slow M'Ocean. Beaming with natural light from oversized windows, you’ll discover pi ...
From $405 per night (USD)
VRBO
From $336 per night (USD)
Expedia
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)
Expedia
From $259 per night (USD)
VRBO
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)
VRBO
From $325 per night (USD)
VRBO
Private Pool - Misty Beach by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
In the heart of Holmes Beach on Anna Maria Island rests this charming recently renovated, pet-friendly home just steps t ...
From $325 per night (USD)
VRBO
From $439 per night (USD)
VRBO
Resting Beach Place managed by Beach Retreats FL Anna Maria Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5608 GULF DR UNIT 111 SUN PLAZA WEST, HOLMES BEACH, FL 34217 VRC19-000241 Book with confidence: NO CANCELATION FEES C ...
From $439 per night (USD)
VRBO
From $298 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 $298 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Beach Oasis! Beachfront Condo with Unforgettable Sunsets, Heated Pool, WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Important: North side elevator is currently not available, but South side elevator is operational. Forget everything ar ...
From $456 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Close to beach, private heated pool, bikes, beach chairs & more!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
FULLY RENOVATED in November 2024! Salty Daze is a ground-level private accommodation nestled in the heart of Holmes Beac ...
From $429 per night (USD)
Expedia
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 $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 $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 $191 per night (USD)
Expedia
Gulf Beach Bungalow
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
This cute spacious beach bungalow is arguably one of the best values on the island for immediate beach access located at ...
From $191 per night (USD)
Expedia
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 $469 per night (USD)
Expedia
Key Lime Cottage by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Key Lime Cottage! This 2 bed/2 bath cottage has completed a stunning remodel. Brand new tile floors, kitchen, ...
From $469 per night (USD)
Expedia
From $673 per night (USD)
VRBO
Luxury House with Temperature-controlled Pool in Private Oasis!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Coconut Ranch - You will walk into an island lovers paradise when you walk into this Stunning Home. Even the ...
From $673 per night (USD)
VRBO
From $546 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 $546 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Gulf Place ~ Anna Maria Island, Beach, Pool, Tennis!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful Gulf Place three bedroom, two bath condo has been completely updated with nothing that wasn't touched. Fr ...
From $574 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Blue Egret: Pool, Enclosed Lanai, Close to the Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Blue Egret by Anna Maria Life Vacation Rentals 306 61st St, Unit A (East Unit), Holmes Beach, FL 34217 What You'll Love ...
From $450 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Blue Pelican: Sparkling Pool, Patio Dining, Close to the Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Blue Pelican by Anna Maria Life Vacation Rentals 306 61st St, Unit B (West Unit), Holmes Beach, FL 34217 What You'll Lo ...
From $236 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 $175 per night (USD)
VRBO
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)
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 $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 $932 per night (USD)
Expedia
Slice of Paradise managed by Beach Retreats FL Anna Maria Island
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Slice of Paradise VRC21-000047 216 68th St - Holmes Beach - FL - 34217 This stunning custom built and decorated 4 bedroo ...
From $932 per night (USD)
Expedia
From $623 per night (USD)
VRBO
Groovy Guava by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Groovy Guava! This 2 bed/2 bath villa features a private, heated pool less than 1 block from the powder white ...
From $623 per night (USD)
VRBO
From $469 per night (USD)
Expedia
Beach Daze by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Beach Daze! This 2 bed/2 bath villa features a private, heated pool less than 1 block from the powder white b ...
From $469 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Island Pineapple: 5 min to Beach, Screened Pool, Waterfalls, Game Room by Anna Maria Life
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Island Pineapple by Anna Maria Life Vacation Rentals 404 80th Street, Holmes Beach, FL 34217 What You'll Love About Th ...
From $423 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Enjoy AMI sunsets | Chic home w/ Saltwater pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**** THIS IS UNIT 401 WHICH IS PART OF A DUPLEX- IF YOU LIKE TO RENT THE WHOLE DUPLEX INSTEAD PLEASE SEE OUR OTHER LISTI ...
From $256 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Walk to beach | Anna Maria home w/ pool | Pets ok!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**** THIS IS UNIT 403 WHICH IS PART OF A DUPLEX- IF YOU LIKE TO RENT THE WHOLE DUPLEX INSTEAD PLEASE SEE OUR OTHER LISTI ...
From $235 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Chasing Waves managed by Beach Retreats FL Anna Maria Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC21-000089 107 78th street Holmes Beach 34217 “You are vacationing in a residential area. Please be a good neighbor b ...
From $291 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 $262 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 $262 per night (USD)
Expedia
From $759 per night (USD)
VRBO
Gulf Place Condominium, Unit #13
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Book your next Anna Maria Island Vacation at this popular gulf front complex. This relaxing condominium unit consists of ...
From $759 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 $394 per night (USD)
VRBO
Wish Upon a Starfish by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A Wish Upon a Starfish, where all your island dreams come true! This elevated Key West style 3 bedroom home is truly par ...
From $394 per night (USD)
VRBO
From $969 per night (USD)
Expedia
Coming in Hot! Rooftop Views + Pool & Spa!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Coming in Hot by AMI Locals Anna Maria Island Luxury Home with Rooftop Deck and Pool VRC22-000171 Live the island d ...
From $969 per night (USD)
Expedia
From $244 per night (USD)
VRBO
Tranquil AMI Resort Unit 2 all amenities! Central Holmes Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $244 per night (USD)
VRBO
From $610 per night (USD)
VRBO
White Sands Beach House -Luxury home, heated pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This beachy, 4 bedroom, 3 bath vacation rental is located in the middle of Anna Maria Island. We are 1 1/2 blocks from ...
From $610 per night (USD)
VRBO
From $682 per night (USD)
VRBO
Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Relax in this comfy, coastal home just a block from the beautiful beaches of Anna Maria Island. The Blue Sky Beach Hous ...
From $682 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Your Island Oasis in Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Less than a block to white avenue beach nestled in a highly desirable neighborhood in Holmes beach, this wonderful 2 bed ...
From $343 per night (USD)
VRBO
From $627 per night (USD)
VRBO
Endless Summer: Sparkling Pool, 2 Blocks to Beach, Fenced Yard by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Endless Summer By Anna Maria Life Vacation Rentals 210 56th St, Holmes Beach, FL 34217 What You'll Love About This Home ...
From $627 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Ocean Front ~ No Streets To Cross! Come And Enjoy A Memorable Beach Vacation!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This complex at 7100 Gulf Drive is well managed, impeccably maintained and has a reputation of being one of the island's ...
From $346 per night (USD)
Expedia

Search Your Destination Now!

Holmes Beach Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals