
Holmes Beach Rentals

- From $475 per night (USD)
VRBO
Sun Plaza West Unit 204, gulf front complex on AMI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come experience Unit 204 at Sun Plaza West on beautiful Anna Maria Island. This 2-bedroom 2-bathroom Condo is in the hea ...
From $475 per night (USD)VRBO
- From $676 per night (USD)
Expedia
Sunny getaway near the beach with private pool, gas grill and free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mermaid Sunrise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $676 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Recently Renovated Luxury Ground Floor Island Home Close to Beach!o Sleeps 4
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Limbo Cottage - the west side of 'Gumbo Limbo' duplex. Located just 7 houses from the Gulf beaches of Anna Ma ...
From $444 per night (USD)VRBO
- From $545 per night (USD)
Expedia
BEAUTIFUL 3\/2 TOWNHOME w\/ HEATED PRIVATE POOL. STEPS FROM THE GULF BEACHES!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Welcome to your Anna Maria Island vacation! You will enjoy your time at thi ...
From $545 per night (USD)Expedia
- From $661 per night (USD)
VRBO
CONTEMPORARY BEACH CHIC HOME WITH OCEAN VIEWS, STEPS TO THE BEACH\/HEATED POOL\n
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
THANK YOU TO ALL OUR PAST, FUTURE AND POTENTIAL GUESTS WHO HAVE REACHED OUT TO US IN THE LAST FEW WEEKS TO INQUIRE ABOUT ...
From $661 per night (USD)VRBO
- Click For Pricing
Expedia
Lovely corner home near the beach with private pool\/spa, WiFi & central AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Mermaid Sunset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- From $524 per night (USD)
VRBO
LaBella Casa: Games, updated beachy chic home moments to the Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
With a bright green-colored exterior and vibrant greenery surrounding the property, LaBella Casa is hard to miss! And, y ...
From $524 per night (USD)VRBO
- From $312 per night (USD)
VRBO
Hurricane Help - Priority to locals for long term then service providers.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Huricane Helene update - Our unit had no damage. If you need a place long term let us know. Just enter the dates shown ...
From $312 per night (USD)VRBO
- From $480 per night (USD)
VRBO
Pool\/Spa - Bahama Mama by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is it - Paradise! This fabulous Key West style elevated 3 bedroom/2 bath single family home has so many wonderful f ...
From $480 per night (USD)VRBO
- From $582 per night (USD)
Expedia
Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"Calypso" is a Newly remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall, ...
From $582 per night (USD)Expedia
- From $441 per night (USD)
VRBO
Island Vibe 6: Close to Beach with Private Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rent with attached duplex Island Vibe 5 (VRBO# 1919652) if you need 4 bedrooms! Welcome to Island Vibe 6, a newly renov ...
From $441 per night (USD)VRBO
- From $653 per night (USD)
Expedia
Palms Beach West - Holmes Beach Vacation Villa - 3 Bedroom with Private Pool - B
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make memories that last a lifetime when you stay at gorgeous Anna Maria Island vacation rental home “Palms Beach West”. ...
From $653 per night (USD)Expedia
- From $143 per night (USD)
VRBO
Sandy Pointe II Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This is a light and bright 2 bedroom/2 bath Condo that backs up to the lovely and serene mangroves (nature preserve). T ...
From $143 per night (USD)VRBO
- From $223 per night (USD)
Expedia
STEPS TO GULF BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Authentic ground floor Bungalow with private parking and seashell courtyard just steps away from the Gulf Beaches. Cozy ...
From $223 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Florida Vacation Dream Spot - easy and fun! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up a ...
From $519 per night (USD)VRBO
- From $508 per night (USD)
Expedia
Sandcastle by the Sea managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
213 76th St. Bradenton Beach, Fl 34217 VRC21-000119 “You are vacationing in a residential area. Please be a good neighb ...
From $508 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Close to the beach on Anna Maria Island, 2 bedroom, condo & community pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We welcome you to our beautifully remodeled Anna Maria Island vacation rental condo! Summer of 2020 brought many updates ...
From $298 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Pet-Friendly - Rum Dog by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath dup ...
From $289 per night (USD)Expedia
- From $585 per night (USD)
VRBO
One Day More: Spectacular Oasis Backyard with Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
403 72nd St., Holmes Beach, FL 34217 What You'll Love About this Home: Location! 4 Blocks to the Beach! Centrally Locat ...
From $585 per night (USD)VRBO
- From $286 per night (USD)
Expedia
Beautiful Beach House with Heated Pool and Fenced Backyard!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Sol y Mar by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Outdoor Shower • 2 Paddle Boards • 1 Kaya ...
From $286 per night (USD)Expedia
- From $259 per night (USD)
VRBO
🌴Private patio-Close to-Everything&Trolley-3min walk to beach-🌞
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This is a fabulously styled cottage is set back 30 yards from the Gulf ocean (one house off the beach as the crow flies) ...
From $259 per night (USD)VRBO
- From $222 per night (USD)
VRBO
🌞Cozy cottage close to everything-Private patio-3 min to the beach! 🌴
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover this boutique-styled cottage and the white sandy beaches that make Anna Maria Island so famous. The Cottage is ...
From $222 per night (USD)VRBO
- From $729 per night (USD)
VRBO
One Bedroom Condo at Beachfront Resort!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Coconuts Courtyard! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
From $729 per night (USD)VRBO
- From $1015 per night (USD)
Expedia
Unwind Sunshine - heated pool, steps to the local's favorite beach, free bikes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
***WEEKLY RENTAL**** This Luxury beach chic cottage home has it all....location, fully stocked luxury kitchen, and beac ...
From $1015 per night (USD)Expedia
- From $511 per night (USD)
VRBO
GULF FRONT Beautiful Condo w\/Heated Pool, FREE WiFi & Trolley, Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom ...
From $511 per night (USD)VRBO
- From $715 per night (USD)
Expedia
Large Private Pool Home with Spa - 150 yards to the Beach - By Island Real Estat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
“Catchin’ Rays” is an excellent choice for your next Anna Maria Island vacation! This centrally located home offers ever ...
From $715 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Sam's Cove! Second Floor Condo Overlooking Water
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
IMPORTANT: Per homeowner's association, a minimum monthly stay is required, as well as an application. Please allow at l ...
From $196 per night (USD)VRBO
- From $635 per night (USD)
Expedia
Stillpoint: Heated pool, 2-min walk to beach, sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Photos updated March 2025 Welcome to the graceful beauty of Stillpoint, an island retreat for family and friends just s ...
From $635 per night (USD)Expedia
- From $421 per night (USD)
VRBO
New To The Rental Market Just Steps To The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
VRC22-000010 and VRC22-000022 Made In the Shade is thoroughly cleaned and sanitized prior to your arrival. We pay speci ...
From $421 per night (USD)VRBO
- From $228 per night (USD)
Expedia
New To The Rental Market Just Steps To The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC22-000010 Made In the Shade is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $228 per night (USD)Expedia
- From $273 per night (USD)
VRBO
New To The Rental Market Just Steps To The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC22-000022 Made In the Shade is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $273 per night (USD)VRBO
- From $486 per night (USD)
Expedia
Cozy corner beach house with pool- 1 block from beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Casa de Palmas is a charming 3 bedroom and 3 bath private beach house, located one block from the turquoise waters of th ...
From $486 per night (USD)Expedia
- From $989 per night (USD)
VRBO
Blue Palm Paradise: Dog friendly, Pool, 3 Minute Walk to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Blue Palm Paradise by Anna Maria Life Vacation Rentals 205 65th St, Holmes Beach, FL 34217 What You'll Love About This ...
From $989 per night (USD)VRBO
- From $416 per night (USD)
Expedia
Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $416 per night (USD)Expedia
- From $603 per night (USD)
VRBO
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 $603 per night (USD)VRBO
- From $270 per night (USD)
Expedia
A Getaway Retreat A 2\/2 Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A fabulous totally remodeled and decorated west side unit 2 Bedroom, 2 Bath elevated two level duplex home. New tile flo ...
From $270 per night (USD)Expedia
- From $263 per night (USD)
VRBO
A Getaway Retreat B 2\/2 Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A fabulous totally remodeled and decorated east side unit 2 Bedroom, 2 Bath elevated two level duplex home. New tile flo ...
From $263 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Anna Maria Island Escape, Walk to Beaches!
- Bedrooms:
- 3
- 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 $424 per night (USD)Expedia
- From $414 per night (USD)
VRBO
Charming Ground Level Resort Style 3 units Condo of a TRIPLEX- unit A
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $414 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Steps to Beach - SunSet Azul by SeaBreeze Vacation
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $354 per night (USD)VRBO
- From $658 per night (USD)
VRBO
Blue Haven Beach House - 3BR Coastal Retreat w\/ Heated Pool, Gulf Views & Steps to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Blue Haven Beach House! On Anna Maria Island (Holmes Beach, FL) Discover island charm and modern comforts at ...
From $658 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Luxury home in the perfect location, 2 blocks to beach - Island Princess
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Island Princess by AMI Locals Home in Holmes Beach, FL VCR19-000296 Welcome to Island Princess! This stunning custom-b ...
From $309 per night (USD)Expedia
- From $640 per night (USD)
VRBO
Putting Green - Flip Flops Forever by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the ...
From $640 per night (USD)VRBO
- From $2634 per night (USD)
Expedia
Luxury home just steps away from the beach with pool, spa & rooftop!
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 14
The Ritz by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Rooftop deck • Heated pool and spa • Coffee ...
From $2634 per night (USD)Expedia
- From $253 per night (USD)
VRBO
SeaDuction of Anna Maria Island - 100% up & running after hurricanes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on 5th Avenue in Holmes Beach this unit is out of the way on a dead end street. Seaduction offers a heated pool, ...
From $253 per night (USD)VRBO
- From $224 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 $224 per night (USD)Expedia
- From $200 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 $200 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $324 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 $324 per night (USD)VRBO
- From $314 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 $314 per night (USD)Expedia
- From $456 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 $456 per night (USD)VRBO
- From $196 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 $196 per night (USD)Expedia
- From $464 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 $464 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Seabreeze Condo B Close to the beach, Pet Friendly, With A Pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000531 Seabreeze Condo B is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $279 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Renovated home w\/fenced yard, brand-new pool, spa, foosball - steps to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Salt & Sunny Days Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $500 per night (USD)VRBO
- From $531 per night (USD)
Expedia
Four Beach Lovers 2 | Beach Right At Your Door
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000517 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $531 per night (USD)Expedia
- From $1496 per night (USD)
VRBO
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 $1496 per night (USD)VRBO
- From $635 per night (USD)
Expedia
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 $635 per night (USD)Expedia
- From $586 per night (USD)
VRBO
Sapphire Beach House by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casual yet luxurious, this three-bedroom duplex with a private, heated pool and close proximity to the beach is the perf ...
From $586 per night (USD)VRBO
- From $607 per night (USD)
Expedia
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 $607 per night (USD)Expedia
- From $223 per night (USD)
VRBO
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 $223 per night (USD)VRBO
- From $707 per night (USD)
Expedia
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 $707 per night (USD)Expedia
- From $487 per night (USD)
VRBO
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 $487 per night (USD)VRBO
- From $638 per night (USD)
Expedia
TranquiliSea: Pet friendly, long term discount, sleeps 12, resort-style pool!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 5% discount on the nightly rate. (This discount is app ...
From $638 per night (USD)Expedia
- From $268 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 $268 per night (USD)VRBO
- From $714 per night (USD)
Expedia
A Lazy River Day & Night 4 Bedrm w lazy river heated pool! Bikes & Beach Gear!
- Bedrooms:
- 4
- 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 $714 per night (USD)Expedia
- From $187 per night (USD)
VRBO
BEAUTIFUL 2\/2 CONDO. 2 HEATED COMMUNITY POOLS. WALKING DISTANCE TO GULF WATERS.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! What a gem of a spot to spend your Anna Maria Island vacation! This lovely t ...
From $187 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Palm Cay 3 2\/1 Condo Pool Near White Sandy Beach Close To Dining & Shopping
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $238 per night (USD)Expedia
- From $280 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 $280 per night (USD)VRBO
- From $978 per night (USD)
Expedia
Franks Beach House Beautiful 3 Bedroom Home With Spectacular Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
VRC16-000543 Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Driv ...
From $978 per night (USD)Expedia
- From $480 per night (USD)
VRBO
Stylish Duplex Retreat with Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000510 While Away A: Modern Elegance Steps from Holmes Beach Welcome to While Away A, a stylish 2-bedroom, 2-bath ...
From $480 per night (USD)VRBO
- From $218 per night (USD)
Expedia
WE 106 Lovely Gulf Front 1\/1 Pool Condo Relax On Sugar Sand Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $218 per night (USD)Expedia
- From $500 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 $500 per night (USD)VRBO
- From $1044 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 $1044 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Anna Maria Beach Place 5 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC 21-000062 Anna Maria Beach Place 5 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $308 per night (USD)VRBO
- From $311 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 $311 per night (USD)Expedia
- From $186 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 $186 per night (USD)VRBO
- From $1179 per night (USD)
Expedia
MI Happy Place | Private Resort for Groups
- Bedrooms:
- 4
- Bathrooms:
- 12
- Sleeps:
- 24
VRC's 19-000207, 19-000208, 19-000209 & 19-000210 MI Happy Place | Private Resort for Groups Newly Renovated! Your Excl ...
From $1179 per night (USD)Expedia
- From $274 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 $274 per night (USD)VRBO
- From $306 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 $306 per night (USD)Expedia
- From $291 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 $291 per night (USD)VRBO
- From $462 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 $462 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Beach Therapy Beautiful Retreat 3\/2 Pool Townhouse Close To Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC 21-000087 Beach Therapy is located at 6323 Gulf Dr. in Holmes Beach. This townhome is a light, bright and recently ...
From $375 per night (USD)VRBO
- From $525 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 $525 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Four Beach Lovers 3 | Beach Property, Garden View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000518 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to ...
From $314 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Four Beach Lovers 4 | Beach Property, Garden View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000519 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $369 per night (USD)Expedia
- From $538 per night (USD)
VRBO
Four Beach Lovers 1 | Beach Right At Your Door
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000516 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to ...
From $538 per night (USD)VRBO
- From $387 per night (USD)
Expedia
Bollinger Duplex Both Sides 3 Bedroom Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
VRC16-000478 & VRC16-000479 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special a ...
From $387 per night (USD)Expedia
- From $337 per night (USD)
VRBO
WE 110 Lovely Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC 22-000004 Waters Edge Condo 110S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf D ...
From $337 per night (USD)VRBO
- From $245 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 $245 per night (USD)Expedia
- From $307 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 $307 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Sandy Point 210 2\/2 Pool Condo Mangrove Preserve
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $221 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Bollinger Duplex A Pet Friendly 2 Bedroom One Block From Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 6
VRC16-000478 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to hi ...
From $327 per night (USD)VRBO
- From $591 per night (USD)
Expedia
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 $591 per night (USD)Expedia
- From $442 per night (USD)
VRBO
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)VRBO
- From $473 per night (USD)
Expedia
Bikinis and Board Shorts A: Private pool, 2-mins to beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bring your bikinis and board shorts to this lovely 2 bedroom, 1 bath villa a short block to the gorgeous white sand beac ...
From $473 per night (USD)Expedia
- From $677 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 $677 per night (USD)VRBO
- From $521 per night (USD)
Expedia
Lovely 3 bedroom duplex on Anna Maria Island, Private pool, pet friendly!
- Bedrooms:
- 3
- 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 $521 per night (USD)Expedia
- From $414 per night (USD)
VRBO
8 houses to the beautiful white sand! Come get your beach on!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to "Tropical Treehouse". This property is zoned for 7 nights minimum. Beautifully updated vacation rental in ...
From $414 per night (USD)VRBO
- From $1080 per night (USD)
Expedia
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 $1080 per night (USD)Expedia