Holmes Beach Rentals
- From $340 per night (USD)
VRBO
Resting Beach Place managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
5608 GULF DR UNIT 111 SUN PLAZA WEST, HOLMES BEACH, FL 34217 VRC19-000241 Book with confidence: Cancellations up to 30 ...
From $340 per night (USD)VRBO
- From $155 per night (USD)
VRBO
Holmes Beach- Fall Sale! The Palms, AMI- 2BR\/2BA vrc 000075
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
** Sale! Falls rates in effect for reservations in Sept, Oct, Nov and Dec! The PALMS at Anna Maria Island is the perfect ...
From $155 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
LAST MINUTE AVAILABILITY! Beautiful 4 bdrm home Steps From the beach w\/ Pool&Spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located on Holmes Beach, AMI. Just steps to the beach! This incredible newly built home sets the highest standards of lu ...
From $1200 per night (USD)VRBO
- From $366 per night (USD)
VRBO
Key West Style Oasis on Anna Maria Island
- Bedrooms:
- 3
- 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 $366 per night (USD)VRBO
- From $459 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 $459 per night (USD)VRBO
- From $154 per night (USD)
VRBO
⚓5400 Gulf Dr! 55+ condo with amazing pool just steps away from the beach!⚓🏖
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Gulf Drive 5400! ⚓55+ Community, Heated Pools ⚓Short walk to the World Class Beaches of Anna Maria Island ⚓Fu ...
From $154 per night (USD)VRBO
- Click For Pricing
VRBO
AMI Waterfront Villa
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
LOOKING FOR MONTHLY RENTERS! Luxury on the island! 6 beds, 5 baths, private underground pool, boat and kayak lift, & i ...
Click For PricingVRBO
- From $641 per night (USD)
VRBO
Steps to Beach!Spectacular View Discounts in for July
- 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 $641 per night (USD)VRBO
- From $500 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 $500 per night (USD)VRBO
- From $1279 per night (USD)
VRBO
Just Beachy managed by Beach Retreats
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
128 49th St Holmes Beach VRC 21-000019 Book with confidence: Cancellations up to 30 days prior to arrival result in a r ...
From $1279 per night (USD)VRBO
- From $158 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 $158 per night (USD)VRBO
- From $320 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 $320 per night (USD)VRBO
- From $340 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 $340 per night (USD)VRBO
- From $386 per night (USD)
VRBO
PRIVATE HEATED POOL! 150 Steps to the 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 beach. The property is ...
From $386 per night (USD)VRBO
- From $645 per night (USD)
VRBO
The Tiki Treehouse: Luxury Beach Retreat at Grassy Point Nature Preserve
- Bedrooms:
- 5
- 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 $645 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Gone Coastal Duplex by Beach Boutique Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the ultimate family vacation getaway. This amazing house is a full duplex rental with a total of 4 bedrooms a ...
From $600 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Loggerhead by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Loggerhead, a true home away from home. This is a perfect 2 bedroom/2 bathroom on a private and quiet str ...
From $325 per night (USD)VRBO
- From $413 per night (USD)
VRBO
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 $413 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Gone Coastal 3 by Beach Boutique Rentals
- Bedrooms:
- 3
- 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 $525 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Gone Coastal by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Gone Coastal! No detail was spared when this fabulous vacation rental was designed. *Features include* * P ...
From $340 per night (USD)VRBO
- From $301 per night (USD)
VRBO
Come get your beach on & out of the cold! 8 houses to the beautiful white sand!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Dena & Laurie's "Tropical Treehouse". This property is zoned for 7 nights minimum. Beautifully updated vac ...
From $301 per night (USD)VRBO
- From $400 per night (USD)
Expedia
AMI is a paradise destination! Join us for some<br>Fun in the sun 🌞!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our single story beach house is recently redecorated and includes a large, brand new heated pool. The home is located in ...
From $400 per night (USD)Expedia
- From $409 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 $409 per night (USD)VRBO
- From $599 per night (USD)
VRBO
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 $599 per night (USD)VRBO
- From $545 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 $545 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Cozy Night Side Cottage with 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 r ...
From $350 per night (USD)VRBO
- From $217 per night (USD)
VRBO
Steps to the Beach, Modern Beach Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sunset Azul is a 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. This unit has just ...
From $217 per night (USD)VRBO
- From $114 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 $114 per night (USD)VRBO
- From $507 per night (USD)
VRBO
Charming Cottage - Large HEATED pool - Short walk to best beaches on island!
- 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 $507 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Cute&Cozy cottage! 3 min walk to beach-Private patio.
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $252 per night (USD)VRBO
- From $231 per night (USD)
VRBO
4\/6-4\/13 OPEN--3 min to the beach! Crazy Cute Cozy cottage close to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover this boutique-styled cottage and the white sandy beaches that make Anna Maria Island so famous. The Cottage is ...
From $231 per night (USD)VRBO
- From $416 per night (USD)
Expedia
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 $416 per night (USD)Expedia
- From $414 per night (USD)
VRBO
Sandcastle by the Sea managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
213 76th St. Bradenton Beach, Fl 34217 VRC21-000119 “You are vacationing in a residential area. Please be a good neighb ...
From $414 per night (USD)VRBO
- From $192 per night (USD)
VRBO
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 $192 per night (USD)VRBO
- From $355 per night (USD)
VRBO
Island Vibe 6: Close to Beach, 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 $355 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Windcaller - An Old Florida Experience! 200 Steps To The Beach. Great Location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Paradise found! With only 200 steps to the beach, this lovely beach house offers a great value for you vacation. A shor ...
From $270 per night (USD)VRBO
- From $341 per night (USD)
VRBO
Oversized 3 Bedroom Home w\/ Pool, Spa and Elevator
- 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 $341 per night (USD)VRBO
- From $425 per night (USD)
VRBO
CONTEMPORARY BEACH CHIC HOME WITH OCEAN VIEWS, STEPS TO THE BEACH\/HEATED POOL\n
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
SEABREEZE SANDS HAS ITS OWN PRIVATE POOL WHICH IS NOT SHARED WITH THE TOWN HOME NEXT DOOR WHICH ALSO HAS ITS OWN PRIVATE ...
From $425 per night (USD)VRBO
- From $394 per night (USD)
VRBO
Emerald Cove: 1 BR, 1.5 BA Condominium in Holmes Beach, Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Come soak in the picturesque gulf views of Anna Maria Island at this newly renovated, contemporary beach condo! This 1 b ...
From $394 per night (USD)VRBO
- From $1188 per night (USD)
VRBO
Surfside AMI; backyard oasis steps to beach, heated pool, putting green,+gear!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Private beach getaway with a backyard oasis in a premium location, just 1 off the beach! This fun and convenient private ...
From $1188 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Your island destination steps from the beach!<br>
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tortuga tides is your extended vacation oasis steps from the white sands of Anna Maria Island beaches. The master bedroo ...
From $198 per night (USD)VRBO
- From $260 per night (USD)
VRBO
Beachfront Condominium on the white sandy beach of Anna Maria Island.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Sun Plaza West Beachfront Condominiums. This complex is ON the beach. It doesn’t get better than that. This b ...
From $260 per night (USD)VRBO
- From $394 per night (USD)
VRBO
Two Houses from The Beach - Amazing Tropical Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently ...
From $394 per night (USD)VRBO
- From $347 per night (USD)
VRBO
Island Vibe 5: Close to Beach, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rent with attached duplex Island Vibe 6 (VRBO# 1930033) if you need 4 bedrooms! Welcome to Island Vibe 5, a newly renov ...
From $347 per night (USD)VRBO
- From $690 per night (USD)
VRBO
Private paradise w\/ all the beach supplies & toys!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Casa Laguna is a privately owned home with private amenities and entry via smart locks. The home is surrounded by lush ...
From $690 per night (USD)VRBO
- From $621 per night (USD)
VRBO
Private House and Pool on AMI. Close to beach, shopping, restaurants, marina.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
SALTY DOGS IS A SINGLE-FAMILY BEACH HOUSE. You get the entire house, as it's just one property. Well-appointed house i ...
From $621 per night (USD)VRBO
- From $452 per night (USD)
VRBO
By the Beach with Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot fo ...
From $452 per night (USD)VRBO
- From $329 per night (USD)
VRBO
Buddy’s Beach House 🌴 Private Heated Pool and Spa- Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Buddy's Beach House. A beachy chic getaway just 2 blocks to the beach. Stroll to the beach with a beverage in ...
From $329 per night (USD)VRBO
- From $420 per night (USD)
VRBO
Calico - Family Oasis - Steps from the Sand
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to a tropical paradise at our stunning Anna Maria Island Villa! This magnificent property features a private pool ...
From $420 per night (USD)VRBO
- From $961 per night (USD)
VRBO
Water Front\/Heated Pool\/Dock\/Walk To Beach\/Self Check In-Out\/High cleaning\/WiFi.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama ...
From $961 per night (USD)VRBO
- From $151 per night (USD)
VRBO
Coastal Chic Bayfront Condo Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Here is your chance to stay on the quaint Island of Anna Maria, and enjoy the easy, carefree, Island lifestyle where you ...
From $151 per night (USD)VRBO
- From $220 per night (USD)
VRBO
★ Spacious Condo ★ Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Very private! Spacious 2 bedroom 2 full bath condo is just steps to Holmes Beach beach. Ocean view from your unit with t ...
From $220 per night (USD)VRBO
- From $456 per night (USD)
VRBO
Beach Dance in Holmes Beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Beach Dance is the perfect family home in a convenient location just steps to the Gulf, Restaurants, Shops and the Free ...
From $456 per night (USD)VRBO
- From $417 per night (USD)
VRBO
Beach house for the family, great location! Beautiful beach with easy access.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the beautiful island of Anna Maria, Florida. This house is steps away from white sandy beaches and turquoise ...
From $417 per night (USD)VRBO
- From $489 per night (USD)
VRBO
Kickback Cabana managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
411 79th Street Holmes Beach, Fl 34217 VRC19-000189 Book with confidence: Cancellations up to 30 days prior to arrival ...
From $489 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Sandy Cheeks & Barefeet, Gorgeous Gulf beach Place, March \nspecials
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf views from several rooms and lanai! Quick access (only 1 small house between you and sun & sand). 2 Bedroom, 2 Bath ...
From $300 per night (USD)VRBO
- From $259 per night (USD)
VRBO
Perfect view of Beach from deck, no need to rent car, Walk to all , free WIFI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Steps to the Gulf of Mexico, with water views from the balcony. family vacation, near shops, restaurants, banks, troll ...
From $259 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Sunny Apartment with Beachside Garden View- 75 Steps to Beach - Bamboo Apts. A2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay with us if you like: * A place right on the beach with no busy streets to cross. * Your own private sun patio with ...
From $276 per night (USD)Expedia
- From $449 per night (USD)
VRBO
Caribbean Surf managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
306 67th Street Unit B Holmes Beach, FL 34217 VRC 19-000277 Book with confidence: Cancellations up to 30 days prior to a ...
From $449 per night (USD)VRBO
- From $899 per night (USD)
Expedia
307 65th Street managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
VRC 18-000047 This stunningly built and decorated 4 bedroom + Bunk Den 4 bath home is just steps from the sparkling wh ...
From $899 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Come for the Sun stay for the fun for only 150 x 2 add 40 pp
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Romantic gateway x 2, or families 4, to 6 guests Find everything that makes a fun beach getaway on Anna Maria Islan ...
From $397 per night (USD)VRBO
- From $824 per night (USD)
VRBO
1 Minute Walk To The Beach - Large Updated One Level Updated Beach House
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to our Blue Grotto on the beautiful Anna Maria Island. We hope you will enjoy every minute of your stay in our ...
From $824 per night (USD)VRBO
- From $484 per night (USD)
VRBO
4 Bedrooms with private lagoon-style pool, & tiki bar
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3 ...
From $484 per night (USD)VRBO
- Click For Pricing
VRBO
Dog-friendly getaway with shared heated pool - walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Turquoise Paradise East Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingVRBO
- From $173 per night (USD)
VRBO
Beautiful condo with pool, easy beach access & balcony - walk to everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Latitude Adjustment Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $173 per night (USD)VRBO
- From $173 per night (USD)
VRBO
Stylish duplex with pool & easy beach access plus free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Turtle Cove East Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $173 per night (USD)VRBO
- From $795 per night (USD)
VRBO
Large Rental! Spa, Pool Waterfall, Tiki Bar, Rooftop Deck, 2 homes from Beach.
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 28
This fully updated home is a unique property to the vacation rental market with its 8 person spa, large heated pool w/wa ...
From $795 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Enjoy the Island Life on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The location is very quiet and private. It's a short walk to Holmes Beach, Duffy s Tavern, Hurricane Hanks, The Feast, ...
From $150 per night (USD)VRBO
- From $435 per night (USD)
VRBO
Starfish Isle managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VRC 21-000046 5803 Holmes Blvd Holmes Beach, FL 34217 At 4 bedrooms and 3 full bathrooms, this is a great option for one ...
From $435 per night (USD)VRBO
- From $765 per night (USD)
Expedia
Conch Out Beach House managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
303 68th St, Holmes Beach 34217 VRC - 19-000273 Book with confidence Cancellations up to 30 days prior to arrival result ...
From $765 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Starfish Cove managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
302 60th Street Holmes Beach, FL 34217 VRC19-000274 At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for y ...
From $399 per night (USD)VRBO
- From $950 per night (USD)
VRBO
Large Beach Home 5 houses to beach, Heated Pool, Game Room, Sun deck, Tiki bar
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious property has a Tiki Bar by the heated pool, large kitchen with 4 bedrooms and 4 bathrooms, a large second ...
From $950 per night (USD)VRBO
- From $593 per night (USD)
VRBO
Villa by the Sea managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the ...
From $593 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Luxury Beachfront Condo with Elevator
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Gulfsands is one of the premier low density complexes and one of the most highly sought after condo complexes on Anna Ma ...
From $250 per night (USD)VRBO
- From $711 per night (USD)
VRBO
TRUE BEACHFRONT HOME DIRECTLY ON SUGAR WHITE SANDS WITH HEATED POOL - IDYLLIC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We are excited to announce some upgrades to this very popular vacation home. The house has been painted throughout in De ...
From $711 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Dragonfly Breeze - Private Home w\/ Heated Pool, Fee Wifi, Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Dragonfly Breeze, a 3 bedroom and 2 bathroom elevated private pool home located in Holmes Beach, just a short ...
From $475 per night (USD)VRBO
- From $321 per night (USD)
VRBO
Closer to the beach does not work: comfortable apartment at ground level on the beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
ATTENTION: We rent with 1 week minimum: Saturday to Saturday Old Florida Feeling: bungalow right on the beach on level - ...
From $321 per night (USD)VRBO
- From $525 per night (USD)
VRBO
⚓Private pool home 5 min> walk to beach!⚓🐕🏖🌅
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sweet Home Anna Maria! ⚓Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! ⚓Private ...
From $525 per night (USD)VRBO
- From $118 per night (USD)
VRBO
Carissa Beach House: Affordable & cute apartment on Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Carissa Beach House is a vacation rental on Anna Maria Island (between Tampa & Sarasota), situated about 350 steps from ...
From $118 per night (USD)VRBO
- From $107 per night (USD)
VRBO
Great Island Getaway!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2 BR/2 BA condo is all about charm and comfort. You will have no problem leaving your cares behind and e ...
From $107 per night (USD)VRBO
- From $152 per night (USD)
VRBO
Anthony Beach Cottages - Bare Feet Retreat - 2 bedroom pool cottage - Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This Florida home backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably ...
From $152 per night (USD)VRBO
- From $253 per night (USD)
VRBO
Frangipani Villa by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Frangipani Villa is a tr ...
From $253 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Windshore A! - 2 Minute Walk to Beach, Private Heated Pool, WIFI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Built new in 2011, Windshore A leaves no wishes open when it comes to your vacation on Anna Maria Island. Within walking ...
From $475 per night (USD)VRBO
- From $709 per night (USD)
Expedia
Mermaid's Crossing managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
210 65th Street Holmes Beach, FL 34216 VRC17-000007 Book with confidence: Cancellations up to 30 days prior to arrival ...
From $709 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Orchid Villa by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Orchid Villa is a true i ...
From $254 per night (USD)VRBO
- From $986 per night (USD)
VRBO
Big Luxury 6 bd Pool Spa Bikes Kayak Reviews Beach Last Minute Discounts!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Copy this link to your browser to see 3D view of Emerald Seas floor plan: https://www.zillow.com/view-3d-home/d7fdf4d1- ...
From $986 per night (USD)VRBO
- From $191 per night (USD)
VRBO
Oleander Villa by Beach Boutique Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Oleander Villa is a true ...
From $191 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Bayside Holmes Beach 3 Bed\/2 Bath Ground Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this spacious updated condo in a beautifully landscaped, quiet bayside complex with heated pool and private pickle ...
From $165 per night (USD)VRBO
- From $373 per night (USD)
VRBO
Beach Bliss managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
320 64th Street - Holmes Beach - FL - 34217 VRC17-000113 Incredible 3 Bed 3 Bath bungalow, Minutes From The Beach With ...
From $373 per night (USD)VRBO
- From $145 per night (USD)
VRBO
315 (A) 58th St. (Upstairs) Unit located in the center district of Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy this upstairs condo unit consisting of 2b/1ba, living, dining area & kitchen with enough sleeping for 6. Condomin ...
From $145 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Kiwi Cabana by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Kiwi Cabana! This 2 bed/2 bath totally private half duplex features a large heated pool in the heart of Holme ...
From $360 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Hibiscus Villa by Beach Boutique Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Hibiscus Villa is a true ...
From $195 per night (USD)VRBO
- From $553 per night (USD)
VRBO
*Private & Tropical * Elevator,3 King En Suites, *Heated Pool* walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
3 bedrooms and 3.5 bath with an elevator to reach all three floor's is your Tropical Luxury by the beach. A mer (500 yar ...
From $553 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Tropical Anna Maria Island Villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Privacy with close stroll to the beach! Beautiful Anna Maria Island Vacation Villa. Sleeps 6 in 3 bedrooms, with 2 ful ...
From $299 per night (USD)VRBO
- From $116 per night (USD)
VRBO
RELAX or WORK by The Gulf Enjoy the Beach, Pools & Pickleball Specials Available
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy beautiful sunrises over the inner coastal while relaxing in our bright and open two bedroom condo, with all of the ...
From $116 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Anna Maria \/ Holmes Beach - 3BD 2BTH Home - Private Heated Pool - Near beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
AZURE BLISS ! _____ SEE VIDEO TOUR - https://youtu.be/_qqC8sHY85c The incredible location mixed in with all of the ...
From $500 per night (USD)VRBO
- From $272 per night (USD)
VRBO
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly remodeled 2beds/2bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Ann ...
From $272 per night (USD)VRBO
- From $188 per night (USD)
VRBO
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly remodeled 2beds/2bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Ann ...
From $188 per night (USD)VRBO
- From $589 per night (USD)
VRBO
Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Address of Manatee Watch: 205 N Harbor Drive, Holmes Beach, FL 34217 MANATEE WATCH - A marvelous waterfront 3 bedroom/ ...
From $589 per night (USD)VRBO
- From $775 per night (USD)
VRBO
La Casa Costiera Blue Water - Newly Renovated, Top Floor Beachfront Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
AT A GLANCE: - La Casa Costiera Unit #6 Blue Water - Large balcony with Gulf views & spectacular sunsets - Newly renova ...
From $775 per night (USD)VRBO