
Manatee Area Rentals

- From $659 per night (USD)
VRBO
Havana Cay- Adorable cottage- only 4 houses from beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
At a Glance Historic 1924 Latin style home with deluxe renovations Only 4 houses in from the beach- a 30 second walk to ...
From $659 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Waterfront Home w\/ Oversized Heated Pool, 5 Min to Anna Maria
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our beautiful Coco's Dream, a canal front home located just 5 minutes from Anna Maria Island and its award wi ...
From $365 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Bayview Condo D - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath bay view,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bayview Condo, Unit D - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Community Pool - Bay ...
From $303 per night (USD)VRBO
- Click For Pricing
Expedia
Incredible top floor view in coveted River Strands that includes Golf!!!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Soak in the sun and the truly tremendous views from this 4th floor home in River Strand Golf and Country Club! This popu ...
Click For PricingExpedia
- From $243 per night (USD)
VRBO
Dog-Friendly Riverfront Condo w\/ a Shared Pool, Sports Courts, Gym, & Fast WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Carlton Arms View B1 # A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $243 per night (USD)VRBO
- From $362 per night (USD)
Expedia
A Shore Thing - Relaxing Island Living , Large Heated Pool, Boat Lift
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
This beach house is "A Shore Thing" for creating fantastic vacation memories. This newly furnished ground level home is ...
From $362 per night (USD)Expedia
- Click For Pricing
VRBO
Shorewalk 4675\/101-1 - Bradenton- 2 Bedroom\/ 2 Bath condo near IMG 5 miles...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shorewalk 101-1 in building 4675 - Bradenton - 2 Bedroom/ 2 Bath condo Close to Anna Maria Island. Shorewalk is 15 ...
Click For PricingVRBO
- From $2007 per night (USD)
Expedia
Gorgeous Canal Front Luxury home, Pool, Spa, Dock, and Rooftop Deck - Sail Away
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Sail Away by AMI Locals Home in Anna Maria, FL VR19-000048 Welcome to Sail Away—an exquisite six-bedroom, six-and-a-h ...
From $2007 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Sunset Condo #156 on Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This lovely condo offers the Gulf of Mexico across the street (west) and Palma Sola Bay (east) of property with pier for ...
From $268 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Ideal family retreat with a private pool, outdoor TV, surround sound, & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Almost There Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $319 per night (USD)Expedia
- From $961 per night (USD)
VRBO
2nd floor Condo with Beach and Pool Access - Coconuts Gulf View #118
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconuts Gulf Views #118 by AMI Locals Condo in Holmes Beach, Florida VRC21-000172 Let the good times roll at Coconu ...
From $961 per night (USD)VRBO
- From $1782 per night (USD)
Expedia
Stunning new luxury home, pool + spa, walk to the beach! Summer awaits!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 8
Oar House by AMI Locals Home in Anna Maria, FL Located in the most desired North End of Anna Maria Highlights: - Ne ...
From $1782 per night (USD)Expedia
- From $545 per night (USD)
VRBO
Private Pool Home 4 bd 3 ba with 2 King Master Suites Sleep 10 near AMI and IMG
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Private Pool home near Anna Maria Island & Sarasota. About 5 miles to Anna Maria Island and 23 miles to Siesta Key Beach ...
From $545 per night (USD)VRBO
- From $610 per night (USD)
Expedia
Beachfront Condo-Amazing Views of the Sunset from Every Room! 2 King\/4 twins
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
GULF FRONT CONDO - Exquisite, newly constructed 3 bedroom 2 bath direct gulf front condo. Corner, end unit on top floor. ...
From $610 per night (USD)Expedia
- From $453 per night (USD)
VRBO
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 $453 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Longboat Key Resort Escape - Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Prepare yourself for a Gulf Coast getaway at this welcoming 1-bed, 1-bath vacation rental nestled in the tropical Beach ...
From $307 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Blue Heron House on Longboat Key by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Blue Heron House by RVA. This three-bedroom plus office, two-bathroom house is located on the Northern end of ...
From $285 per night (USD)VRBO
- From $613 per night (USD)
Expedia
Stunning 3Bed\/3 Bath, Heated Pool, FREE WiFi, Close to Beach, On Canal to...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST MINUTE DEALS! Welcome to paradise at Pelican Point! This stunning 3 bedroom/3 bath home h ...
From $613 per night (USD)Expedia
- From $224 per night (USD)
VRBO
LONGBOAT KEY BEAUTY! This 2\/2 unit offers stunning views of the bay! Call today to book your fall vacation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
• Carefree check-in, go straight to your unit no office visit required. • Fully Equipped Kitchen including microwave, st ...
From $224 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Floating Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This beautiful, custom built floating home is located at Bahia Mar West Marina in Bradenton, Fl. She is just a 7 min. c ...
From $140 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Relaxing Home with Private Pool, High-Speed WiFi, Central AC, & Washer\/Dryer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Southern Magnolia Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $667 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Discounted rates for May! Direct bayfront views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy all Longboat Key has to offer from Harbor Villa Club! Beautifully updated 2/2 directly on the bay! Gorgeous views ...
From $235 per night (USD)Expedia
- From $555 per night (USD)
VRBO
Dix-Sea-land Delight: Close to beach, private pool, quiet street
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bed 3.5 bath Bradenton Beach Oasis will send you straight to relaxation town with its modern and well-appointed s ...
From $555 per night (USD)VRBO
- From $521 per night (USD)
Expedia
Vibrant retreat with pool, beach access, tennis, balcony, & stunning ocean views
- 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 $521 per night (USD)Expedia
- Click For Pricing
VRBO
Little Gull Resort - Longboat Key, Florida
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Large 4 bedroom Suite on beautiful Sarasota Bay. 2 bathroom Pull-out sofa bed sleeps 2. Large verandah with a great vie ...
Click For PricingVRBO
- From $476 per night (USD)
Expedia
BEACH FRONT, 2 Bd\/2 Bath, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom ...
From $476 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Right on the beach.Renovated ground Floor unit 63.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Completely renovated. Everything is new. Amazing location. Charming studio right on the beach. Condo management will he ...
From $331 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Water-view condo near the beach with pools, dock, pickleball - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunrise Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $234 per night (USD)Expedia
- From $1254 per night (USD)
VRBO
Sea La Vie AM: Bay front, pool, hot tub, rooftop deck, and water sports gear!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
HGTV Beach Hunters Renovated Beach Front Home with a heated pool and 3 bedrooms. 1 Paddle boards & 2 kayak included. ...
From $1254 per night (USD)VRBO
- From $525 per night (USD)
Expedia
A pool home with a dock directly on the Manatee River. Breath taking sunsets!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Centrally located on the West Coast of Florida, convenient to many Florida attractions, River Hideaway on the Manatee s ...
From $525 per night (USD)Expedia
- From $703 per night (USD)
VRBO
Beachfront - Sandy Turtle by SeaBreeze Vacation
- 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 $703 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Upscale 2\/2 condo with pool 6 mins from IMG
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This home is located in a small boutique condominium complex located Bradenton. A quick 15+ minute drive will t ...
From $396 per night (USD)Expedia
- From $216 per night (USD)
VRBO
251 Gorgeous lake view pool house with a golf membership
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. 251 RIVER ...
From $216 per night (USD)VRBO
- From $775 per night (USD)
Expedia
Beach Bay Serenity: Pine Ave canal front pool home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Beach Bay Serenity! This gorgeous 4 bedroom 3.5 bath waterfront home located on Pine Avenue is the perfect p ...
From $775 per night (USD)Expedia
- From $371 per night (USD)
VRBO
Beach Waves-Private Beach Access-Heated Pool-Two Balconies-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 $371 per night (USD)VRBO
- From $611 per night (USD)
Expedia
Relax and Unwind! 3 Convenient Units, Outdoor Pool, Tennis Courts, Free Parking
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 12
This accommodation consists of THREE Spacious 1250sf apartments located in a private, gated community in a close vicinit ...
From $611 per night (USD)Expedia
- From $611 per night (USD)
VRBO
Making The Best Memories Along The Way! 3 Great Units, Basketball Court, Pool
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 12
This accommodation consists of THREE Spacious 1250sf apartments located in a private, gated community in a close vicinit ...
From $611 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Dream Bradenton Getaway! Free Parking, Pool, Basketball Court, 2 Tennis Courts
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This spacious 1250sf apartment located in a private, gated community in a close vicinity from the beautiful white sand b ...
From $204 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Look No Further, Bradenton Getaway! Free Parking, Kitchenette, Outdoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This spacious 1250sf apartment located in a private, gated community in a close vicinity from the beautiful white sand b ...
From $204 per night (USD)VRBO
- From $408 per night (USD)
Expedia
Better Choice for your Vacation! 2 Comfortable Units, 2 Lighted Tennis Courts
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
This accommodation consists of TWO Spacious 1250sf apartments located in a private, gated community in a close vicinity ...
From $408 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Comfort and Convenience! Free Parking, 2 Pools, Short Drive to IMG Academy
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This spacious 1250sf apartment located in a private, gated community in a close vicinity from the beautiful white sand b ...
From $204 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Your Home Away From Home! Kitchenette, 2 Outdoor Pool and Hot Tub, Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This spacious 1250sf apartment located in a private, gated community in a close vicinity from the beautiful white sand b ...
From $204 per night (USD)Expedia
- From $408 per night (USD)
VRBO
Vacation is Calling! 2 Family-friendly Units, Free Parking, Kitchenette, Pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
This accommodation consists of TWO Spacious 1250sf apartments located in a private, gated community in a close vicinity ...
From $408 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Vacation Day Is Always A Great Idea! Kitchenette, Clubhouse with BBQ Grill Area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This spacious 1250sf apartment located in a private, gated community in a close vicinity from the beautiful white sand b ...
From $204 per night (USD)Expedia
- From $611 per night (USD)
VRBO
Vacation Day Is Always A Great Idea! 3 Convenient Units, Outdoor Pool, Clubhouse
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 12
This accommodation consists of THREE Spacious 1250sf apartments located in a private, gated community in a close vicinit ...
From $611 per night (USD)VRBO
- From $408 per night (USD)
Expedia
Your Home Away From Home! 2 Convenient Units, Kitchenette, Free Parking, Pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
This accommodation consists of TWO Spacious 1250sf apartments located in a private, gated community in a close vicinity ...
From $408 per night (USD)Expedia
- From $611 per night (USD)
VRBO
Vacation is Calling! 3 Family-friendly Units, Children's Playground, Pool
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 12
This accommodation consists of THREE Spacious 1250sf apartments located in a private, gated community in a close vicinit ...
From $611 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Your Relaxing Getaway Awaits! Kitchenette, Outdoor Pool, Children's Playground
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This spacious 1250sf apartment located in a private, gated community in a close vicinity from the beautiful white sand b ...
From $204 per night (USD)Expedia
- From $408 per night (USD)
VRBO
Dive Into Your Dream Vacation! 2 Great Units, Kitchenette, Onsite Outdoor Pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
This accommodation consists of TWO Spacious 1250sf apartments located in a private, gated community in a close vicinity ...
From $408 per night (USD)VRBO
- From $863 per night (USD)
Expedia
Sweet Retreat Cottage: Ground level cottage across the street from the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This Anna Maria Island rental was given the name Sweet Retreat Cottage for a reason. Offering a private heated pool, vie ...
From $863 per night (USD)Expedia
- From $776 per night (USD)
VRBO
Zen Beach Cottage: Beautiful ground level home steps to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Skilled craftsmanship, a tranquil atmosphere, and an unbeatable location come together at the Zen Beach Cottage, a three ...
From $776 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Bayview Inn #101 | Updated & Steps to Bridge St
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bayview Inn #101 | Newly Remodeled & Steps from Bridge Street Welcome to Bayview Inn #101, a newly remodeled 1-bedroom, ...
From $254 per night (USD)Expedia
- Click For Pricing
VRBO
Longboat Key Cottage: Extended Stays Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Head to Florida for a much-needed, month-long getaway when you book and stay at this amenity-packed 2-bedroom, 2-bathroo ...
Click For PricingVRBO
- From $653 per night (USD)
Expedia
The Cottage on Pine - Charming Pine Ave Cottage w\/ Heated Pool in the Heart of Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Cottage on Pine! On Anna Maria Island (Anna Maria, FL) After sustaining hurricane damage, this charming ...
From $653 per night (USD)Expedia
- From $763 per night (USD)
VRBO
Mango Bay – Luxury 4BR w\/ Heated Pool, Spa & Game Room
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Mango Bay! On Anna Maria Island (Holmes Beach, FL) 3,000 sqft of a Beautifully Restored Island Home with Poo ...
From $763 per night (USD)VRBO
- From $1014 per night (USD)
Expedia
Gorgeous direct bay front home! Steps to beach! Amazing sunrises and pool!!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Our Charming Bayfront Retreat in Anna Maria! Discover the ultimate coastal retreat at our inviting home, nes ...
From $1014 per night (USD)Expedia
- From $455 per night (USD)
VRBO
Bring Your Own Boat! Waterfront Home w\/ Private Heated Pool, 5 Min to AMI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our beautiful Blue Opal vacation home. This 3 bedroom and 2 bathroom waterfront and private pool home is idea ...
From $455 per night (USD)VRBO
- From $835 per night (USD)
Expedia
Gulf Front 1 Bedroom Condo - Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Coconuts Beachfront #112 Condo in Holmes Beach, Florida VRC21-000175 Your dream beach vacation awaits at Coconuts Beach ...
From $835 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Pickleball! Pond! Private Heated Pool! Foosball
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Once Upon A Pond, by Stayawhilewithus! If travel is on the horizon, set your sails to luxury and tranquility ...
From $417 per night (USD)VRBO
- From $377 per night (USD)
Expedia
Cozy couples hideaway! 5-min walk to beautiful white sand beach at Bean Point.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Flexible Check-in and checkout days —with some exceptions for holidays and certain times of the year—and never on Sunday ...
From $377 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located at the quiet North end of Anna Maria Island, this charming 2-bedroom, 1-bath villa is a short walk to beautiful ...
From $356 per night (USD)VRBO
- From $1102 per night (USD)
Expedia
Golf Cart, Salty Shamrock by SeaBreeze Vacation
- 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 $1102 per night (USD)Expedia
- Click For Pricing
VRBO
Two Bedroom Condo, Gulf Front, Bradenton Beach (2106005)
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Via Roma Beach Resort club resort 2408 Gulf Drive North Bradenton Beach, FL 34217 With its white stucco buildings, Io ...
Click For PricingVRBO
- Click For Pricing
Expedia
Two Bedroom Condo, Gulf Front, Bradenton Beach (2105996)
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Via Roma Beach Resort club resort 2408 Gulf Drive North Bradenton Beach, FL 34217 With its white stucco buildings, Io ...
Click For PricingExpedia
- From $523 per night (USD)
VRBO
Luxury Sarasota HEATED Pool Oasis Close to Beaches!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Completely updated 3 bedroom 3 bathroom home that has been beautifully renovated and furnished in a modern coastal desig ...
From $523 per night (USD)VRBO
- From $210 per night (USD)
Expedia
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 $210 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Beautiful Dog-Friendly Home w\/ Fast WiFi, Central AC, & W\/D - Snowbirds Welcome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Warners Bayou Too Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $306 per night (USD)VRBO
- From $384 per night (USD)
Expedia
Island Beach Club 24 - Anna Maria Island - Condo 2 Bedroom \/ 1 Bath gulf...
- 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 $384 per night (USD)Expedia
- From $398 per night (USD)
VRBO
2nd House from the Beach with No Roads to Cross
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Seaside Sanctuary is the upper level unit of a beachfront duplex. It is the 2nd house from the beach with no roads ...
From $398 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Island Beach Club 1- Anna Maria Island-Condo 2 Bedroom\/2 Bath gulf front,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 1 - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC16-000745 Beach/Gulf Front - Com ...
From $549 per night (USD)Expedia
- From $379 per night (USD)
VRBO
AM I Dreaming: Heated Pool, Family Friendly Home, 3-min walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The vacation you have imagined finally becomes a reality. AM I dreaming is a bright and charming 3 bedroom, 2 bathroom c ...
From $379 per night (USD)VRBO
- From $443 per night (USD)
Expedia
Sun Plaza West 105 - Two Bedroom condo, Sleeps 6- on the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AT A GLANCE Recently remodeled gulf front condo 2 Bedrooms and 2 Bathrooms with two balconies Complex equipped with a l ...
From $443 per night (USD)Expedia
- From $710 per night (USD)
VRBO
Elegant Beachfront Condo w\/pool! Walking distance to many restaurants and shops
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Elegant, Beachfront Top Floor Condo - walk directly onto the Beautiful beaches of Anna Maria Island. Honey maple kitchen ...
From $710 per night (USD)VRBO
- From $254 per night (USD)
Expedia
217 84th - Anna Maria Island- Private home 3 Bedroom\/ 2 Bath with private...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
217 84th Street - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC#20-000113 Private Poo ...
From $254 per night (USD)Expedia
- From $402 per night (USD)
VRBO
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom \/ 1 Bath gulf...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath, maximum occupancy of 4 people. VRC20-000254 ...
From $402 per night (USD)VRBO
- From $836 per night (USD)
Expedia
Sand Of Times-Beautiful 6 bedrooms with private pool\/spa with a water slide
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Sands of Time 6908 Holmes Blvd Holmes Beach, FL 34217 Sands of Time is a newly built 6 bedroom, 4.5 bathroom vacation ...
From $836 per night (USD)Expedia
- From $389 per night (USD)
VRBO
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom \/ 2 Bath gulf...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. Gulf/Beach Fr ...
From $389 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Lakeside Retreat! Lakefront Living in Northwest Bradenton w\/ Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lakeside Retreat truly is a treat! This home is brand new to the rental market with so many extras to make your vacation ...
From $322 per night (USD)Expedia
- From $512 per night (USD)
VRBO
FANTASTIC, RENOVATED 2 BEDROOM HOME STEPS TO BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3706 Gulf Drive, Holmes Beach, FL Anna Maria Island Fantastic, recently renovated home located just steps to the beach. ...
From $512 per night (USD)VRBO
- From $489 per night (USD)
Expedia
Bay Breeze Cottages #3
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $489 per night (USD)Expedia
- From $174 per night (USD)
VRBO
White Palm-2 bedroom monthly condo getaway awaits you with beautiful bay views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
At a Glance Newly redecorated condo located on the northeastern Bayfront of Anna Maria Island 2 bedrooms and 2 bathro ...
From $174 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Anna Maria Island Club 31, Condo 2 Bedroom\/ 2 Bath ocean view, maximum...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Anna Maria Island Club 31 - Anna Maria Island - Condo - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Gulf Vie ...
From $455 per night (USD)Expedia
- From $750 per night (USD)
VRBO
Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
If you are looking to enjoy Anna Maria Island in a beautiful home, look no further than "Sunny Side of the Beach" on 66t ...
From $750 per night (USD)VRBO
- From $671 per night (USD)
Expedia
Bradenton Beach Club A - Anna Maria Island- Condo 3 Bedroom\/ 2 Bath ocean...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bradenton Beach Club, Unit A - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. Gulf Front ...
From $671 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Sandy Point 111 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath, maximum...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sandy Point 111 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. VRC16-000289 Distan ...
From $243 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Sandy Point Cove 112 - Anna Maria Island -Condo 2 Bedroom\/ 2 Bath, maximum...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Point Cove 112 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC19-000138 Distance ...
From $301 per night (USD)Expedia
- From $545 per night (USD)
VRBO
Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cuddlefish Cove Your flip flops have found a new retreat by the beach! Stay for a week or a month at this dazzling Key W ...
From $545 per night (USD)VRBO
- From $392 per night (USD)
Expedia
Island Walk 313 - Anna Maria Island - Townhouse 3 Bedroom\/ 2 .5 Bath with...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Walk 313 - Anna Maria Island - Townhouse - 3 Bedroom/ 2 .5 Bath, maximum occupancy of 6 people. VRC16-000052 ...
From $392 per night (USD)Expedia
- From $171 per night (USD)
VRBO
2 Bd\/2 Bath Condo on Sarasota Bay Across from Gulf of Mexico 3-6 month rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Available from June 1st - December 15, 2023. Long-term renter desired. Beautiful corner unit condo with an abundance of ...
From $171 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Longboat Key, Florida - Little Gull Resort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Large 2 bedroom, 2 bathroom suite (plus pull-out sofa bed) Fully equipped kitchen with dishwasher 3 TVs and WIFI Firepla ...
Click For PricingExpedia
- From $425 per night (USD)
VRBO
South Beach Village 111-By Island Real Estate Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a home-away-from-home vacation here. This 3 bedroom town home is very spacious with an open floor plan. Open the s ...
From $425 per night (USD)VRBO
- From $572 per night (USD)
Expedia
Casa Morado-Pet Friendly Pool Home West of Gulf Dr-By Island Real Estate Vacatio
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Just a few short blocks with no busy roads to cross to get to the beach. The home is very spacious with 4 bedrooms. Th ...
From $572 per night (USD)Expedia
- From $229 per night (USD)
VRBO
GORGEOUS BAY VIEWS! Quiet Escape! Any day check-ins now until November, Call for Fall rates!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The alluring island of Anna Maria invites you to this refreshing, colorfully decorated, 2 bedroom/ 2 bathroom condo. Loc ...
From $229 per night (USD)VRBO
- Click For Pricing
Expedia
1\/1 Bungalow NW Bradenton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Intimate and tranquil serene cottage with parking for boat trailer, and public ramp just a few blocks away. Minutes awa ...
Click For PricingExpedia
- Click For Pricing
VRBO
DIRECT BEACHFRONT! PANARAMIC SUNSET VIEWS!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Marbella Villa 10 is a beautiful beach front Condo that gives you that home away from home type of feeling. Bask in the ...
Click For PricingVRBO
- Click For Pricing
Expedia
Come aboard our nautical adventure
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom 1 bath live aboard yacht. Enjoy the Florida sunshine and Fabulous sunsets! Escape the hustle and bustle of dow ...
Click For PricingExpedia
- Click For Pricing
VRBO
Relaxing Via Roma Beach Resort, 1 Bedroom Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For PricingVRBO
- From $359 per night (USD)
Expedia
Viva La Flamingo! Newly Furnished Home, 10 Min to Anna Maria, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Important: This home can sleep a maximum of 6 adults. Welcome to our beautiful Viva La Flamingo home. Newly decorated i ...
From $359 per night (USD)Expedia
- From $497 per night (USD)
VRBO
Family (and snowbird) friendly home w\/ ocean view, central AC, & private hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunset Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $497 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Anna Maria Island Sunshine Kiss Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, an ...
From $250 per night (USD)VRBO