Manatee Area Rentals
From $251 per night (USD)VRBO
Beach Palms 6B-Beach 1 Minute WalkHeated Pool-Free Wi-Fi-Dock-Surrounded By Wate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $251 per night (USD)VRBO
From $293 per night (USD)Expedia
Beach Days & Dog-Friendly AM Island Adventures
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Highlights • Short walk to the Gulf beaches via North Beach Village • Quiet residential location • 2 Bedroom ...
From $293 per night (USD)Expedia
From $580 per night (USD)VRBO
Beachside · Saltwater Pool & Spa · Gulf Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000521 3BR · 2BA · Sleeps 6 · Heated Saltwater Pool · Hot Tub · Fenced Yard · Outdoor Shower · Beach Chairs & Umb ...
From $580 per night (USD)VRBO
From $326 per night (USD)Expedia
Breakers 3 · Gulf Front · 28-Night Minimum
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC20-000178 3BR · 2BA · Sleeps 8 · Direct Gulf Front · Elevated Position · Full-Length Deck · Private Sand Path to Bea ...
From $326 per night (USD)Expedia
From $668 per night (USD)VRBO
One house to the Beach with expansive heated pool!! Sleeps 8
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sunset Beach House just a few steps away from the Gulf beaches of Anna Maria Island. Sunset Beach is a 4 bed ...
From $668 per night (USD)VRBO
From $641 per night (USD)VRBO
Anna Maria Island Beach Palace-Private Pool-Private Outdoor Kitchen-Free Wi-Fi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $641 per night (USD)VRBO
From $491 per night (USD)VRBO
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST MINUTE DEALS! Welcome to Kapok Retreat — your new favorite beach getaway near Anna Maria Island! Inspi ...
From $491 per night (USD)VRBO
From $274 per night (USD)Expedia
Seaside Beach House 102 · Gulf Front · For Sale · Families
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000503 1BR · 1.5BA · Sleeps 4 · Gulf Front · Beachfront Balcony · Heated Pool · Pack-N-Play & High Chair · No EVs ...
From $274 per night (USD)Expedia
From $340 per night (USD)VRBO
Two Bedroom Cozy Island Home Right Around the Corner from Gulf Beaches. Lots of Amenities!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Loggerhead Beach House just a few houses from the Gulf beaches on Anna Maria Island. Loggerhead Beach House i ...
From $340 per night (USD)VRBO
From $340 per night (USD)Expedia
Beautiful cottage just around the corner from the beach with Private Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Seahorse Beach House located just a few houses from the Gulf beaches of Anna Maria Island. Seahorse Beach Hou ...
From $340 per night (USD)Expedia
From $424 per night (USD)VRBO
Ground Floor Cottage with 2 Master Suites and Private Heated Pool - Close to Beach!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Castaway Cottage located 2 houses down from the Gulf beaches of Anna Maria Island. Castaway Cottage is a grou ...
From $424 per night (USD)VRBO
From $340 per night (USD)Expedia
Two Bedroom Ground Floor Island Home Sleeps 5 and Includes Heated Pool.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the Sand Dollar Shack located just a few houses from the Gulf beaches on Anna Maria Island. The Sand Dollar S ...
From $340 per night (USD)Expedia
From $213 per night (USD)VRBO
Cove 208 · Renovated 2023 · Pool & Mangrove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000217 2BR · 2BA · Sleeps 6 · Fall 2023 Renovation · Private Lanai · Pool & Mangrove Views · King Bed · Two Twins ...
From $213 per night (USD)VRBO
From $232 per night (USD)Expedia
MI Happy Place Sea Horse 3 · Pet-Friendly · Manatee Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000207 2BR · 1BA · Sleeps 6 · Pet-Friendly ($150 Fee) · Across from Manatee Public Beach · Late 2024 Renovation · ...
From $232 per night (USD)Expedia
From $264 per night (USD)VRBO
Bliss & Tonic Down · Bay Area · 2 Blocks Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2BR · 2BA · Sleeps 6 · 2 Blocks to Gulf · Covered Deck · Outdoor Shower · Gas Grill · Kayak & Paddleboard Launch Steps A ...
From $264 per night (USD)VRBO
From $644 per night (USD)Expedia
Bliss & Tonic Both - Sleeps 12 · 4BR · Bay Decks · Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
4BR · 4BA · Sleeps 12 · Two Covered Bay Decks · Two Full Kitchens · Two Living Rooms · Kayak & Paddleboard Launch · Fish ...
From $644 per night (USD)Expedia
From $161 per night (USD)VRBO
Beautiful 2/2 ground floor condo ⚓ resort style community
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2-bedroom, 2-bathroom ground floor end unit in a very private setting! Sit on your back porch and enjoy the vi ...
From $161 per night (USD)VRBO
From $293 per night (USD)Expedia
Gulfsands 201 · Manatee Beach · Elevator · Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000492 2BR · 2BA · Sleeps 6 · Direct Gulf Front · Adjacent to Manatee Public Beach · Elevator · Heated Pool · Bun ...
From $293 per night (USD)Expedia
From $612 per night (USD)VRBO
4BR Coastal Cottage w/ Heated Private Pool | 1 Block to Bean Point Beach | Dog Friendly *(See Note) !
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
**ASK ABOUT LAST-MINUTE DEALS! Welcome to your perfect Anna Maria Island escape! This beautifully designed 4-bedroom, 3 ...
From $612 per night (USD)VRBO
From $249 per night (USD)Expedia
Fountainhead 4 · 3 Lanais · Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000542 2BR · 2BA · Sleeps 4 · Three Private Lanais · Heated Pool · Queen Bed · Two Twin Beds · 3-5 Min Walk to Gu ...
From $249 per night (USD)Expedia
From $340 per night (USD)VRBO
Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!
- Bedrooms:
- 1
- 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 $340 per night (USD)VRBO
From $593 per night (USD)Expedia
Heated Pool, FREE WiFi, Close to Anna Maria Island Beach, Dog* (See Note) Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Escape to **Three Dolphins**, a charming vacation rental in West Bradenton, Florida, jus ...
From $593 per night (USD)Expedia
From $474 per night (USD)VRBO
Anna Maria Island Beach Sands 201-Private Beach Access-Free Wi-Fi-Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $474 per night (USD)VRBO
From $432 per night (USD)VRBO
Anna Maria Island Beach Sands-Private Beach Access-Heated Pool-Free Wi-Fil
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $432 per night (USD)VRBO
From $367 per night (USD)VRBO
Anna Maria Island Beach Sands 101-Private Beach Access-Heated Pool-Free Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $367 per night (USD)VRBO
From $228 per night (USD)VRBO
Beach View 207-Private Beach Access-Free Wi-Fi-Heated Pool-2 Balconies
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $228 per night (USD)VRBO
From $391 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 $391 per night (USD)VRBO
From $371 per night (USD)Expedia
Seaside Beach House 101 · Dolphins from Balcony · Gulf Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000502 2BR · 2BA · Sleeps 4 · Gulf Front · Heated Pool Overlooking Shoreline · Dolphins from Balcony · 10-Unit Bu ...
From $371 per night (USD)Expedia
From $619 per night (USD)VRBO
Coastal Luxury on the Gulf | Pool, Tennis & Trolley Beachfront Bliss on Anna Maria Island | Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Wake up to breathtaking Gulf views and end each day with unforgettable sunsets from this ...
From $619 per night (USD)VRBO
From $544 per night (USD)Expedia
Valhalla Up · Gulf Deck · 3BR · Renovated 2025
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
VRC16-000569 3BR · 2BA · Sleeps 5 · 1,006 Sq Ft · Upper-Level Gulf Front · Private Upper Deck · Sept 2025 Remodel · Gul ...
From $544 per night (USD)Expedia
From $475 per night (USD)VRBO
Valhalla Down · Gulf Front · 8-Yr Guests · Renovated 2025
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000570 2BR · 1BA · Sleeps 6 · 744 Sq Ft · Ground-Level Direct Beach Access · Sept 2025 Remodel · Covered Beachfro ...
From $475 per night (USD)VRBO
From $334 per night (USD)Expedia
Seaside Beach House 105 · End Unit · 180° Lanai · Gulf View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000506 2BR · 1.5BA · Sleeps 4 · Gulf-Front End Unit · 180° Open Lanai · Gulf Views from Kitchen · Twin Beds in Gu ...
From $334 per night (USD)Expedia
From $633 per night (USD)VRBO
Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches
- Bedrooms:
- 4
- 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 $633 per night (USD)VRBO
From $426 per night (USD)Expedia
Tropical Poolside Living Steps from AMI Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property Highlights • Walk to the beach, restaurants & island entertainment • Private heated saltwater pool surrounde ...
From $426 per night (USD)Expedia
From $633 per night (USD)VRBO
Luxury Four Bedroom Home with Easy Access to Beach. Pool and private Patio.
- Bedrooms:
- 4
- 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 $633 per night (USD)VRBO
From $598 per night (USD)Expedia
Bradenton Beach Club unit D | 3/2 Beach Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3BR · 2BA · Sleeps 6 · Direct Gulf Front · Private Screened Balcony · Heated Pool · Spa · Bayside Gazebo · Elevator · Wa ...
From $598 per night (USD)Expedia
From $324 per night (USD)VRBO
Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!!
- Bedrooms:
- 1
- 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 $324 per night (USD)VRBO
From $405 per night (USD)Expedia
Private Pool, Pets & Beach Days Just Steps Away
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Highlights • Just a 2-minute walk to the Gulf beaches • Private heated pool • Tropical tiki patio • 2 Bedro ...
From $405 per night (USD)Expedia
From $259 per night (USD)VRBO
Beach Palms 2A-Beach 1 Minute WalkHeated Pool-Free Wi-Fi-Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $259 per night (USD)VRBO
From $310 per night (USD)VRBO
Anna Maria Island Retreat-Beach One Minute Walk-Heated Pool-Free Wi-Fi-Dock-Surr
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $310 per night (USD)VRBO
From $305 per night (USD)VRBO
Shell Cove 9 · Gulf Front · Beach Gear
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2BR · 1BA · Sleeps 6 · Direct Gulf Front · Private Balcony · Stairs Only · Stovetop Cooking (No Oven) · Beach Gear Provi ...
From $305 per night (USD)VRBO
From $297 per night (USD)Expedia
Sail Away Cottage · 170 Steps · Pool · 1920's Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3BR · 2BA · Sleeps 6 · 170 Steps to Beach · Private Heated Pool · Outdoor Shower · Large Deck · Elevated Position · Trop ...
From $297 per night (USD)Expedia
From $343 per night (USD)VRBO
Beachside Resort Style Island Escape on AMI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property Highlights • Just across the street from the beach • Two heated community pools • 2 Bedrooms + Bunk Den | 2 ...
From $343 per night (USD)VRBO
From $591 per night (USD)Expedia
Breakers 4 at Sandcastle · Gulf & Bridge St Views · Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3BR · 2BA · Sleeps 8 · Gulf-Front Corner Unit · Private Veranda · Heated Pool · 10-Ft Ceilings · Bridge Street 5-Min Wal ...
From $591 per night (USD)Expedia
From $262 per night (USD)VRBO
Beach Palms 7A-Beach 1 Minute Walk-Heated Pool-Free Wi-Fi-Dock-Surrounded By Wat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $262 per night (USD)VRBO
From $211 per night (USD)Expedia
Pelican Cove · Boat Dock · Bay & Gulf · Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2BR · 2BA · Sleeps 4 · Boat Dock (Electric & Water) · Bay Front · Gulf Across the Street · Heated Pool & Spa · Tennis · ...
From $211 per night (USD)Expedia
From $815 per night (USD)VRBO
Good Times A+B · Dog-Friendly · Sleeps 10 · 3-Night
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
4BR · 4BA · Sleeps 10 · Both Units · Gulf Views from Both Decks · Dog-Friendly ($150/Pet · No Cats) · 3-Night Minimum · ...
From $815 per night (USD)VRBO
From $807 per night (USD)Expedia
New Luxury-Professionally Decorated Home Pool/Spa 5 Minute walk to AMI ocean
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedrooms, 3 Bathrooms home plus loft th ...
From $807 per night (USD)Expedia
From $544 per night (USD)VRBO
Luxury Living with Private Pool Near AMI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property Highlights • Private oversized saltwater pool with tropical landscaping • 3 Bedrooms | 2 Bathrooms | Sleeps 6 • ...
From $544 per night (USD)VRBO
From $889 per night (USD)Expedia
Magnolia walk to beach/shops, Ami perfect Location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover island paradise at “Magnolia” located on Magnolia Ave. , a *premier residential street* just south of Pine Ave. ...
From $889 per night (USD)Expedia
From $1101 per night (USD)VRBO
Perfect location for a variety of guests!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
We completely remodeled this awesome Palma Sola Getaway (PSG) house with all the important amenities for your vacation. ...
From $1101 per night (USD)VRBO
From $267 per night (USD)Expedia
Royal Palm: Pool, 2 Blocks to Beach, Close to Dining & Shopping by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Royal Palm by Anna Maria Life Vacation Rentals 5701 Holmes Blvd, Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $267 per night (USD)Expedia
From $410 per night (USD)VRBO
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 What You'll Love About Thi ...
From $410 per night (USD)VRBO
From $381 per night (USD)Expedia
Happy Place: 1.5 Blocks to Beach, Pool Home, Florida Room by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Happy Place by Anna Maria Life Vacation Rentals 210 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: L ...
From $381 per night (USD)Expedia
From $1062 per night (USD)VRBO
Glory Days: AMI North End, Backyard Oasis, Pool, 1.5 Bocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Glory Days by Anna Maria Life Vacation Rentals 206 Archer Way, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $1062 per night (USD)VRBO
From $283 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
Chiki Tiki West by Anna Maria Life Vacation Rentals 303 64th St, Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $283 per night (USD)Expedia
From $524 per night (USD)VRBO
Escape to Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Ave Maria! We are a 5 minute walk to Anna Maria Beach. Head on down to Bean Point, located on the norther ...
From $524 per night (USD)VRBO
From $230 per night (USD)VRBO
Beach Palms 2B-Beach 1 Minute Walk-Heated Pool-Free Wi-Fi-Dock-Surrounded By Wat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $230 per night (USD)VRBO
From $358 per night (USD)VRBO
Anna Maria Island Beach Sands 203-Private Beach Access-Free Wi-Fi-Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $358 per night (USD)VRBO
From $277 per night (USD)VRBO
Absolute Anna Maria-Private Beach Access-Beach 1 Minute Walk-Heated Pool-Free Wi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $277 per night (USD)VRBO
From $314 per night (USD)VRBO
August Deals • Amazing Location • Private Deck • Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
August Special Savings! Take advantage of discounted August rates and plan one last unforgettable beach getaway before s ...
From $314 per night (USD)VRBO
From $658 per night (USD)Expedia
Do you love the beach?
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Seaside Sanctuary is the ground level unit of a beachfront duplex. It is the 2nd home from the beach with no roads ...
From $658 per night (USD)Expedia
From $1058 per night (USD)VRBO
Aloha Beaches! Newly Renovated 4 Bedroom 3 Bath Home w/ Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Aloha Beaches a newly renovated custom beach destination. Kick off your shoes, turn off your phone, don’t win ...
From $1058 per night (USD)VRBO
From $997 per night (USD)Expedia
Dolphin Tales: Pool, Bay Views & Private Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dolphin Tales by Anna Maria Life Vacation Rentals 836 S Bay Blvd, Anna Maria, FL 34216 What You'll Love About This Home ...
From $997 per night (USD)Expedia
From $259 per night (USD)VRBO
Casa Sierra 203B - 2BR Condo with Pool - By Island Real Estate Vacations
- 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 $259 per night (USD)VRBO
From $240 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 $240 per night (USD)Expedia
From $449 per night (USD)VRBO
Beach Getaway in Bradenton Beach with Games, 2 Mins to Beach! - A Twist of Lime
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
A Twist of Lime by AMI Locals TPL22-000045, CND5105493 Welcome to A Twist of Lime by AMI Locals, a vibrant three bedro ...
From $449 per night (USD)VRBO
From $547 per night (USD)Expedia
Coconuts108 - GULFFRONT - 1BR/1BA with pool - By Island Real Estate Vacations
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Coconuts Beach Resort 108 is a fully remodeled beachfront condo located directly on the Gulf in Holmes Beach on Anna Mar ...
From $547 per night (USD)Expedia
From $631 per night (USD)VRBO
The Lady Fish by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled on the far North end of Anna Maria Island, with the beach cottage is just around the corner, The Lady Fish is a ...
From $631 per night (USD)VRBO
From $430 per night (USD)Expedia
Chapter 2: Renovated pool home, tiki hut and close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Chapter 2 Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater p ...
From $430 per night (USD)Expedia
From $594 per night (USD)VRBO
TWO SHELL COVE - BEACHFRONT -Amazing Remodel right on the beach - I
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
TWO SHELL COVE on Anna Maria Island. Right on the beach. Sunsets from your windows and patio Open plan with amazing kit ...
From $594 per night (USD)VRBO
From $472 per night (USD)VRBO
Florida Dream: Rent pure luxury in Bradenton / Anna Maria Iceland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
TIP: Beautiful pool villa for max. 8 persons, 245 m² living space: 4 bedrooms, 2.5 bathrooms, large living area, ultra m ...
From $472 per night (USD)VRBO
From $454 per night (USD)VRBO
🌴”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 $454 per night (USD)VRBO
From $267 per night (USD)Expedia
Beautiful bayfront view! December 2026 dates available now!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Harbour Villa #305 – a beautifully updated bayfront retreat offering the perfect blend of comfort, style, and ...
From $267 per night (USD)Expedia
From $259 per night (USD)VRBO
Runaway Bay 283 by Duncan Real Estate
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Runaway Bay 283 is a second-floor unit in this well sought after condo community. Enjoy the sights and sounds of this tr ...
From $259 per night (USD)VRBO
From $834 per night (USD)Expedia
Golf Cart - Coconut Cove by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid ...
From $834 per night (USD)Expedia
From $263 per night (USD)VRBO
Longboat Key with Gulf to Bay access. Beautiful view of Bishop's Bayou.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Outdoor living at its best in this updated WATERFRONT first floor condo in Whitney Beach Bay Side. Mesmerizing views of ...
From $263 per night (USD)VRBO
From $375 per night (USD)Expedia
Breathtaking Beach Front Property Ground Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Granite and stainless steel appliances in the kitchen. The living room’s sliding patio door provides first floor access ...
From $375 per night (USD)Expedia
From $5007 per night (USD)VRBO
Spectacular Sarasota Bay Views from all rooms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seasonal Rental. Spectacular views of Sarasota Bay and the Gulf of Mexico from this island penthouse condo. Enjoy the ma ...
From $5007 per night (USD)VRBO
From $806 per night (USD)Expedia
Beachfront 2/1 - Newly Remodeled right on the beach. Amazing Sunsets - D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
TWO SHELL COVE: Your Dream Beachfront Escape on Anna Maria Island Experience the ultimate beachfront vacation at TWO SHE ...
From $806 per night (USD)Expedia
From $1752 per night (USD)VRBO
Cloud 9 | Beachfront Pool & Spa | Bean Point, Golf Cart
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: Welcome to Cloud 9, a stunning beachfront retreat where modern luxury meets relaxed coastal living. Perfectly ...
From $1752 per night (USD)VRBO
From $1643 per night (USD)Expedia
Big Family Beach House: Large family home, heated pool, putting green
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Big Family Beach House, the name says it all! Coastal elegance describes this spectacular large family home. It's loca ...
From $1643 per night (USD)Expedia
From $1674 per night (USD)VRBO
Serendipity Deux | Luxury Beachfront Pool & Spa | Golf Cart | Elevator
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Escape to Serendipity Deux, a luxurious 4-bedroom house on Anna Maria Island, where refined interiors meet the ...
From $1674 per night (USD)VRBO
From $562 per night (USD)Expedia
Sea Grape Inn #2- Beachfront Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper, ...
From $562 per night (USD)Expedia
From $634 per night (USD)VRBO
Oceans Blue Walk to the beach, stunning pool/spa private deck great location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Indulge in the ultimate beach escape to “Oceans Blue” located on the *premier corner* of Coconut & Los Cedros in Anna Ma ...
From $634 per night (USD)VRBO
From $1378 per night (USD)Expedia
Amie House BEACH Getaway *GOLF CART ONSITE*
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Amie House on Anna Maria Island. Modern Amie House is perfectly situated a short 4 minute walk to the pri ...
From $1378 per night (USD)Expedia
From $493 per night (USD)VRBO
Bradenton Beach Club 251 - Anna Maria Island - Condo 3 Bedroom/ 2 1/2 Bath, maximum occupancy of 6 people.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bradenton Beach Club 251 - Anna Maria Island - 3 Bedroom/ 2 1/2 Bath, maximum occupancy of 6 people. Distance to the Be ...
From $493 per night (USD)VRBO
From $184 per night (USD)Expedia
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Gray House is a completely renovated historical cottage dating back to the early 1900s, in the historical fishing vi ...
From $184 per night (USD)Expedia
From $267 per night (USD)VRBO
Beach Palms 8B-Beach 1 Minute Walk, Heated Pool, Free Wi-Fi-Dock-Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $267 per night (USD)VRBO
From $620 per night (USD)Expedia
Sol Mate – Pet Home w/ Heated Pool, Spa, Walk to Bean Point Beach & Pine Ave
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sol Mate! On Anna Maria Island (Anna Maria, FL) The Space Your island escape designed for families and frien ...
From $620 per night (USD)Expedia
From $924 per night (USD)VRBO
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A Pirate’s Dream by AMI Locals Welcome to A Pirate’s Dream by AMI Locals, a grand waterfront retreat that perfectly bl ...
From $924 per night (USD)VRBO
From $193 per night (USD)Expedia
Heated Pool, Walk to Beach & Shops- Perfect Location!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You're just steps from the beach when you stay at Villa by the Sea #3! This gem of a condo is all about convenience as i ...
From $193 per night (USD)Expedia
From $708 per night (USD)VRBO
Dream Catcher- Key West style beach house on North end.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Live out your dream of a tropical paradise at our Key West style beach house on the North end of Anna Maria. Start your ...
From $708 per night (USD)VRBO
From $1149 per night (USD)Expedia
Beach Side Paradise-Beautiful luxury 6 bedrooms with amazing views, private pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Beach Side Paradise 203 17th Street North, Bradenton Beach, FL 34217 What you will love about this property: • Rooftop ...
From $1149 per night (USD)Expedia
From $377 per night (USD)VRBO
Anna Maria Island Club 12 - Condo 2 Bedroom/ 2 Bath beach view, maximum occupancy of 4 people. Community pool, Max 1 vehicle.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Anna Maria Island Club 12 - Anna Maria Island - Condo - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Gulf Fro ...
From $377 per night (USD)VRBO
From $957 per night (USD)Expedia
Kingfish: *Canalfront *Paddleboards *Putt Putt *Heated Pool *Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
You want WARMTH –You want SUN – You NEED BEACH – KINGFISH is just the thing! Escape to one of Anna Maria Island’s most ...
From $957 per night (USD)Expedia
From $361 per night (USD)VRBO
Pelican Cove 12 - Anna Maria Island - Across the street from the beach- Condo 2 Bedroom /2 Bath bay view with a community pool, maximum occupancy of 6 people.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Pelican Cove 12 - Anna Maria Island - Condo 2 Bedroom /2 Bath, maximum occupancy of 5 people. Bay View Florida's Fi ...
From $361 per night (USD)VRBO
From $669 per night (USD)Expedia
Anna Maria Island Club 45, Condo 2 Bedroom/ 2 Bath ocean view, maximum occupancy of 4 people. Community pool, Max 1 vehicle.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Anna Maria Island Club 45 - Anna Maria Island - Condo - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Gulf View -We ...
From $669 per night (USD)Expedia
From $882 per night (USD)VRBO
637 Norton - Longboat Key - Private canal home 4 Bedroom/ 3.5 Bath with private pool, maximum occupancy of 8 people.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
637 Norton - Longboat Key - 4 Bedroom/ 3.5 Bath, maximum occupancy of 8 people. Canal Home - Private Pool - Boat Dock - ...
From $882 per night (USD)VRBO
From $1269 per night (USD)Expedia
Anapauo Beachhouse: Million dollar views of Tampa Bay!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Anapauo Beachhouse! Pronounced ahn-ap-ow’-o, it is a Greek word meaning to give rest, refresh, recover and co ...
From $1269 per night (USD)Expedia