
Holmes Beach Rentals

- From $128 per night (USD)
VRBO
MI Happy Place Sea Turtle Fresh And Fun Updated 2/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000208 A fun and relaxing vacation beckons at the Sea Turtle unit at MI Happy Place Island Resort! This unit fea ...
From $128 per night (USD)VRBO
- From $173 per night (USD)
Expedia
MI Happy Place Sand Dollar Fresh And Fun Updated 2/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000210 The Sand Dollar unit at MI Happy Place Island Resort is a fantastic two bedroom, one bath unit that sleeps ...
From $173 per night (USD)Expedia
- From $154 per night (USD)
VRBO
MI Happy Place Sand Castle Fresh And Fun Updated 2/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000209 MI Happy Place Island Resort - Sand Castle is a delightful Anna Maria Island locale situated directly acro ...
From $154 per night (USD)VRBO
- From $1558 per night (USD)
Expedia
Absolutely Perfect Private Beach Front Pool Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
VRC16-000512 Absolutely Perfect is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...
From $1558 per night (USD)Expedia
- From $1154 per night (USD)
VRBO
Valhalla Both Units Duplex On Beach Covered Deck Unforgettable Sunsets
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
VRC's 16-000569 & VRC 16-000570 The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three ba ...
From $1154 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Gulf Sands 201 2/2 Condo Gulf Front With Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000492 Gulfsands Condo #201, located at 4200 Gulf Drive in Holmes Beach, is a beautifully furnished two bedroom, ...
From $206 per night (USD)Expedia
- From $113 per night (USD)
VRBO
Fountainhead Condo 4 2/2 Condo Steps To white Sugar Sand Beach, Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000542 Fountainhead Condo #4, located at 3402 6th Avenue in Holmes Beach only a few steps from the beautiful beac ...
From $113 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC 21-000063 Anna Maria Beach Place 6 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $149 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Surf Camp Cottage located just 3 houses down from the Gulf beaches of Anna Maria Island. Surf Camp Cottage is ...
From $370 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Gerties B, a cozy 1/1 king bedroom just steps to the beach, pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's B is a vibrant, fully equipped island duplex. Just steps from the white sands and turquoise waters of the Gulf ...
From $136 per night (USD)Expedia
- From $659 per night (USD)
VRBO
Siboney 3/2 Private Pool Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000563 The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a priva ...
From $659 per night (USD)VRBO
- From $122 per night (USD)
Expedia
1 king bedroom duplex on Anna Maria Island, pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's A is a vibrant, fully equipped island duplex. Just steps from the white sands and turquoise waters of the Gulf ...
From $122 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Ground Floor home for 5, short walk to beach and private heated pool! Lovely open living area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Citrus Cottage located steps from the Gulf beaches of Anna Maria Island. Citrus Cottage is a ground level hal ...
From $298 per night (USD)VRBO
- From $200 per night (USD)
Expedia
NEWLY REDECORATED 11/2021 Palm Cay 5 3/2 Pool Condo Near White Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**11/03/21 JUST REFURNISHED AND DECORATED, NEW PICTURES ARE POSTED!!** VRC16-000555 Palm Cay Condominium #5 located at ...
From $200 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Seaside Beach House 101 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000502 “Seaside Beach House is undergoing a construction project the Fall of 2023. Please call the office for ava ...
From $332 per night (USD)VRBO
- From $286 per night (USD)
Expedia
GULF BEACH WALK OUT 3 BED/2 BATH, Heated Pool, FREE WiFi & Trolley, A Rare...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! This direct Gulf-front property is sure to be a hit! It has been completely renovat ...
From $286 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Seaside Beach House 105 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000506 “Seaside Beach House is undergoing a construction project the Fall of 2023. Please call the office for ava ...
From $277 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Coconut Hideaway located just steps away from the Gulf beaches of Anna Maria Island. This beach house has a p ...
From $417 per night (USD)Expedia
- From $450 per night (USD)
VRBO
3 bedroom home on Anna Maria Island, private heated pool, super location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This stunning tropical oasis called Sunbreeze features hardwood and tile floors throughout the home, front and back deck ...
From $450 per night (USD)VRBO
- From $392 per night (USD)
Expedia
Luxury Four Bedroom Home with Easy Access to Beach. Pool and private Patio.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Aqua Oasis located just steps from the Gulf beaches of Anna Maria Island. This beach house has a private pati ...
From $392 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Bradenton Beach Club 3/2 Beach Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream getaway – a stunning 3-bedroom, 2-bathroom gulf-front condo that embodies beauty, tranquility, and ...
From $380 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Groovy Gecko Cottage just a few houses down from the Gulf beaches of Anna Maria Island. This cottage is a gro ...
From $330 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everythin ...
From $217 per night (USD)VRBO
- From $496 per night (USD)
VRBO
A Shore Thing by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Shore Thing is a beautifully renovated key west style 3 bedroom beach house. Plenty of room for the whole family and f ...
From $496 per night (USD)VRBO
- From $545 per night (USD)
VRBO
beach - sunny + heated pool - clean - PS4 - Solar Energy - pool table - 500mb
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We have developed a comprehensive Safety / Cleaning / Sanitation Plan and work with an amazing team to ensure the home & ...
From $545 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Sandy Point 109 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Point 109 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC19-000084Distance to the Beac ...
From $220 per night (USD)Expedia
- From $599 per night (USD)
VRBO
Paradise Beach House managed by Beach Retreats
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
403 42nd Street, Holmes Beach FL 34217 VRC19-000276 Book with confidence: Cancellations up to 30 days prior to arrival ...
From $599 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Charming! Close to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Adorable cottage-style duplex 1.5 blocks to beautiful Gulf of Mexico beach. Clean, private, & well-appointed for a rela ...
From $125 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Island Townhouse - 200 Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fantastic 2 bedroom / 2 bath town home just 200 steps to the Beach. Sleeps 4. This is the end unit closest to the beac ...
From $200 per night (USD)VRBO
- From $228 per night (USD)
VRBO
1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perfect summer or winter hideaway!!! Located on Quiet Avenue E not busy Gulf Drive. Completely renovated one bedroom, o ...
From $228 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Best Little Beach House on Anna Maria Island...With a pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
*Check in / Check out - SATURDAYS ONLY* This is the Best Little Beach House on Anna Maria Island...with a pool. Our h ...
From $225 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Beautiful Nestled Cottage! Sleeps 6-POOL-Short walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Lovely, conveniently located ground level home in the heart of Holmes Beach. This two bedroom home has it all. Newly ins ...
From $361 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Royal Palm: Pool, 2 Blocks to Beach, Close to Dining & Shopping by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
5701 Holmes Blvd, Unit A, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2 Blocks to the Beach! 2 B ...
From $299 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Tiki Cottage: 2.5 Blocks to Beach, Pool with Swim up Tiki Bar by Anna Maria Live Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tiki Cottage by Anna Maria Life Vacation Rentals 303 64th St, Unit B, Holmes Beach, FL 34217 2.5 Blocks to the Beach! ...
From $249 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Happy Place: 1.5 Blocks to Beach, Pool Home, Florida Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
210 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 4 Bedrooms / ...
From $325 per night (USD)VRBO
- From $143 per night (USD)
Expedia
Chiki Tiki West: Eclectic Beach House, Tiki Bar & Pool, 2.5 Blocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
303 64th St, Unit A, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 3 Bed ...
From $143 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Castnetter Beach Resort 5
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $275 per night (USD)VRBO
- From $524 per night (USD)
Expedia
Updated Canal Front Home with Elevator and Heated Pool/Spa!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beach and Boat House by AMI Locals House in Holmes Beach VRC19-000169 Welcome to Beach and Boat House, a gorgeous canal ...
From $524 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Anna Maria by the Bay (30 day minimum)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully furnished bayside condo with gorgeous relaxing view. End unit, many windows let the sights in from every an ...
From $165 per night (USD)VRBO
- From $692 per night (USD)
VRBO
Angel Sea managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
VRC19-000188 4118 5th Ave Holmes Beach, FL 34217 Cancellations up to 30 days prior to arrival result in a refund of 70% ...
From $692 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Casa Sierra 203B - 2BR Condo with Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island. Th ...
From $210 per night (USD)VRBO
- From $159 per night (USD)
Expedia
Sugaree - 2bedroom Private Pool Property in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Anna Maria Island vacation rental offers one king bed, two twin beds and a queen sleeper sofa all covered in premiu ...
From $159 per night (USD)Expedia
- From $585 per night (USD)
VRBO
Paradise Found managed by Beach Retreats
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
401 42nd Street Holmes Beach, FL 34217 VRC17-000010 Book with confidence: Cancellations up to 30 days prior to arrival ...
From $585 per night (USD)VRBO
- From $299 per night (USD)
Expedia
DIRECT GULFRONT CONDO - 1BR/1BA Condo with pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
“The Coconuts Beach Resort 108” is a 1 bed 1 bath beach front condo, nestled in the heart of Holmes Beach. Apart of the ...
From $299 per night (USD)Expedia
- From $423 per night (USD)
VRBO
Chapter 2: Newly renovated pool home, tiki hut and close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Chapter II Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater ...
From $423 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Adorable cottage just across the street from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage #2 By AMI Locals Condo in Holmes Beach, FL Located across the street from the Manatee Public Beach! Hi ...
From $294 per night (USD)Expedia
- From $795 per night (USD)
VRBO
6 Bedroom/5.5 Bath -Huge Heated Pool, Spa, & Water Slide -1 Minute Walk to Beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Featuring 6 bedrooms (sleeps 14), 5.5 baths and a fantastic location - just a 1 minute walk to the white sands of the 65 ...
From $795 per night (USD)VRBO
- From $156 per night (USD)
Expedia
Sunbow Bay 213 - gorgeous 2 bed/2 bath condo in excellent location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You will enjoy this 2 bedroom/2 bath condo that is part of the well maintained Sunbow Bay Condominiums with a heated com ...
From $156 per night (USD)Expedia
- From $133 per night (USD)
VRBO
FLorida Lifestyle Can Be Yours
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2B/2Bath fully furnished condo just minutes from shopping and the BEACH. Natural light reigns from every corner. Expan ...
From $133 per night (USD)VRBO
- From $379 per night (USD)
Expedia
🌴”Kiwi Cottage at Holmes Beach” - Private Heated Pool +Spa+Walk to the Beach! 🌞
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kiwi Coastal Cottage is under new ownership and every space has been thoughtfully redecorated with a cozy coastal island ...
From $379 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
At A Glance Luxury Island style home Two minute stroll to the beach Tropical heated pool/Tiki Bar West-facing, view of ...
From $375 per night (USD)VRBO
- From $180 per night (USD)
VRBO
SALE! 15% DISCOUNT FOR NOVEMBER & DECEMBER! TWO BEDROOM/POOLCLOSE TO BEACH
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sale! 15% Discount for November & December. Does not include Holiday dates. A new invoice will be sent to you showing t ...
From $180 per night (USD)VRBO
- From $629 per night (USD)
VRBO
Blue Water View- 6 bedrooms with private heated pool- SUMMER RATES REDUCED!!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
At A Glance On our Professional Linen Service Program Beautiful Gulf water views, only 1 minute walk to the beach-locat ...
From $629 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Enjoy pool and beach views! Perfect location on AMI!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconuts Gulf View #117 by AMI Locals Condo in Holmes Beach, FL Highlights: • Private Lanai with direct beach and pool ...
From $240 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Beach Charm Guest Cottage-Private, Tropical & Quiet! 2024 Bookings Available!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
'Feel the Charm of an Old-Style Florida Beach' at Beach Charm!! Our 1 bedroom/1 bathroom private entry guest cottage i ...
From $255 per night (USD)VRBO
- From $383 per night (USD)
VRBO
Sunny 3BR/3BA Home. 8 Houses from Beach. Two Master Suites.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Private single family home on a quiet side street, 8 houses from the beautiful world-class beaches of Anna Maria Island. ...
From $383 per night (USD)VRBO
- Click For Pricing
VRBO
Canal Front with Boat Dock! Perfect Location!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
A Pirate's Dream by AMI Locals Home in Holmes Beach, FL Bring your boat! You will have a jolly good time! Highlights • ...
Click For PricingVRBO
- From $167 per night (USD)
VRBO
Beach Beauty | Beautifully updated home, moments from the beach, with ping pong!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
We call this Home Beach Beauty for good reason! This beautiful home is West of Gulf Drive and only 175 steps to the beac ...
From $167 per night (USD)VRBO
- Click For Pricing
VRBO
Amazing Resort Sixty-Six, Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
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 PricingVRBO
- From $423 per night (USD)
VRBO
Wonderful location one house back from the beach. Sleeps 6, private heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SPECIAL OFFER - 2ND JANUARY - 30TH JANUARY 2024. STAY FOR 28 NIGHTS AT $350 PER NIGHT. I ABSOLUTELY LOVE THIS CHARMING ...
From $423 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Newly updated 2 bedroom condo on the beach block!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kitchen and Dining area, Living Room, Private Lanai with beach and pool views The view from this condo is absolutely fa ...
From $230 per night (USD)VRBO
- From $299 per night (USD)
Expedia
A Shore Thing - Relaxing Island Living , Large Heated Pool, Boat Lift
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beach house is "A Shore Thing" for creating fantastic vacation memories. This newly furnished ground level home is ...
From $299 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Comfortable and just-updated 1 bedroom beachfront condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Coconuts Beachfront #110! Highlights: -Newly remodeled with updated furniture and decor -Large bay of window ...
From $295 per night (USD)VRBO
- From $205 per night (USD)
VRBO
Bird of Paradise 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. Bird of Paradise is a tr ...
From $205 per night (USD)VRBO
- From $166 per night (USD)
VRBO
Palm Villa by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
!!!PLEASE NOTE THE LAUNDRY ROOM WILL BE OUT OF SERVICE FOR REPAIRS FROM 8/21/23-8/24/23!!! Island Garden Villas will am ...
From $166 per night (USD)VRBO
- From $184 per night (USD)
VRBO
Island Vibe 3: Close to Beach, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rent with attached duplex Island Vibe 2 if you need 5 bedrooms! Island Vibe 3 is a newly renovated two bedroom, two ba ...
From $184 per night (USD)VRBO
- From $154 per night (USD)
VRBO
Pet Friendly Holmes Beach Condo with Pool - Palm Isle Village 3211
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Anna Maria Island. With ...
From $154 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Lakeside Beach House 3/2 Pool Home Outdoor Kitchen Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000807 The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private heated ...
From $272 per night (USD)Expedia
- From $771 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 $771 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Waterfront Paradise In The Exclusive Neighborhood Of Key Royale
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
IMPORTANT: If calendar shows dates being available, but no quote is generated, please send us a message by selecting the ...
From $300 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Fun and updated 1 bedroom condo! Beachfront complex with shared pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlights: -Direct access to the Pool Area ...
From $130 per night (USD)VRBO
- From $117 per night (USD)
Expedia
New listing! Vibrant retreat w/ shared pool, beach access, tennis & ocean view!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf Place 19 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $117 per night (USD)Expedia
- From $170 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 $170 per night (USD)VRBO
- From $243 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 $243 per night (USD)VRBO
- From $232 per night (USD)
VRBO
BEACH FRONT, 2 Bd/2 Bath, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom, two b ...
From $232 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Water-view condo with pools, dock, & fast WiFi - walk to the beach - one dog OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $320 per night (USD)Expedia
- From $585 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 $585 per night (USD)VRBO
- From $443 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 $443 per night (USD)VRBO
- From $506 per night (USD)
VRBO
Beach front view and only steps to the white sandy beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located on the tranquil beaches of Anna Maria Island, Sandy Turtle is mere steps away from the beach and offers pictures ...
From $506 per night (USD)VRBO
- From $529 per night (USD)
VRBO
Anna Maria / Holmes Beach - 3BD 2BTH Home - Private Heated Pool - Near beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
AZURE BLISS ! _____ SEE VIDEO TOUR - https://youtu.be/_qqC8sHY85c The incredible location mixed in with all of the ...
From $529 per night (USD)VRBO
- From $328 per night (USD)
VRBO
Come relax in paradise under the palms with with private pool & Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise Palms East is a 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally loca ...
From $328 per night (USD)VRBO
- From $104 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 $104 per night (USD)VRBO
- From $603 per night (USD)
VRBO
Paradise Palms all you need for your beach getaway with private pool & Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise Palms West is a 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally loca ...
From $603 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Gulf Front 1 Bedroom Condo - Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Coconuts Beachfront #112 Condo in Holmes Beach, Florida VRC21-000175 Your dream beach vacation awaits at Coconuts Beach ...
From $195 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Mango Bay - Gorgeously Renovated Spacious Home w/Pool, Spa, Game Room, Bikes, Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Mango Bay! On Anna Maria Island (Holmes Beach, FL) Gorgeously Renovated Spacious Home w/Pool, Spa, Game Room ...
From $525 per night (USD)VRBO
- From $499 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 $499 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Hibiscus Villa by Beach Boutique Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
!!!PLEASE NOTE THE LAUNDRY ROOM WILL BE OUT OF SERVICE FOR REPAIRS FROM 8/21/23-8/24/23!!! Island Garden Villas will am ...
From $100 per night (USD)VRBO
- Click For Pricing
Expedia
Charming Coastal Duplex in the Heart of Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Starfish Cove B by Anna Maria Island Locals Duplex in Holmes Beach, FL Just a short walk to the island's famous Gulf b ...
Click For PricingExpedia
- Click For Pricing
Expedia
Charming Coastal Duplex in the Heart of Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Starfish Cove A by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Shared patio and grilling area • Sh ...
Click For PricingExpedia
- From $300 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 $300 per night (USD)VRBO
- From $319 per night (USD)
VRBO
Golf Cart included, 3 houses from the beach with private heated pool & spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 5, 2023! All Drivers must be ov ...
From $319 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 $174 per night (USD)
VRBO
WBC 212 Spacious 2/2 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC20-000174 Westbay Cove 212 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $174 per night (USD)VRBO
- From $894 per night (USD)
Expedia
Bring your Family & Friends and enjoy Paradise Palms w/ 2 Private Heated Pools & Spas
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Paradise Palms is the perfect place for families/friends to vacation together, yet still have their own private space. P ...
From $894 per night (USD)Expedia
- Click For Pricing
Expedia
Wonderful Gulf views from open balcony!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Exceptional views from this spacious beach front 3 bedroom, 2 bath townhouse. Enjoy the sounds of the gulf and beach bre ...
Click For PricingExpedia
- From $336 per night (USD)
Expedia
FANTASTIC, RENOVATED 2 BEDROOM HOME STEPS TO BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
3706 Gulf Drive, Holmes Beach, FL Anna Maria Island Fantastic, recently renovated home located just steps to the beach. ...
From $336 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Island Beach Club 24
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 24 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. VRC16-000069 Max 1 veh ...
From $299 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Coconut Breeze by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Coconut Breeze is a beautifully renovated duplex only a short five-minute walk to the beach. Coconut Breeze is finished ...
From $341 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Island Beach Club 1 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 1 - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC16-000745Beach/Gulf Front - Community ...
From $352 per night (USD)VRBO
- From $363 per night (USD)
Expedia
BAY PALMS - SPACIOUS POOL HOME WITH WONDERFUL AMENITIES. WALK TO A GREAT BEACH! A MUST SEE!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bay Palms..... Exceptional, newer 3 bedroom, 2.5 bath villa located just a short walk to the beach. This wonderful renta ...
From $363 per night (USD)Expedia