
Manatee Area Rentals
- From $593 per night (USD)
VRBO
TROPICAL POOL, PRIVACY! ON WATER! BOAT OPTION, WKLY/MO DISCOUNTS, PETS WELCOME!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
CASA ENCANTADA, THE SECLUDED ESTATE ON THE MANATEE RIVER! ...
From $593 per night (USD)VRBO
- From $255 per night (USD)
Expedia
1 Block To Beach! Convenient, Modern, Comfortable, Clean.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Comfortable, convenient townhouse one block to beach and close to other attractions. 2BR/2BA with 1 BR and BA with showe ...
From $255 per night (USD)Expedia
- From $606 per night (USD)
VRBO
Toes in the Water: North End, West of Gulf, Steps to Beach, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Toes in the Water by Anna Maria Life Vacation Rentals 110 Palm Ave, Anna Maria, FL 34216 What You'll Love About This Ho ...
From $606 per night (USD)VRBO
- From $939 per night (USD)
Expedia
Luxury Upscale Beach Home Gulf of Mexico, Private Heated Pool/Spa. Opt. Golfcart
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This newly redesigned elevated pet friendly 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state o ...
From $939 per night (USD)Expedia
- From $437 per night (USD)
VRBO
Sunkissed by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunkissed is a beautiful, elevated townhome located in Holmes Beach-just a short stroll to the gorgeous white sandy beac ...
From $437 per night (USD)VRBO
- From $587 per night (USD)
Expedia
NO REGRETS -Bright beautiful sunny home. Elevator beside driveway to upstairs.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
We have a private laneway to our own piece of beautiful sugar sand, longboat key beach. We adjoin 35 acres of park and ...
From $587 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Escape to Paradise – The Beach Club at Anna Maria Island #1, by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Beach Club at Anna Maria – Offered by RVA Experience the charm of Old Florida with modern flair at The Beach Club a ...
From $330 per night (USD)VRBO
- From $458 per night (USD)
Expedia
2 BR Beachfront Paradise in Longboat Key-Cabana Beach Club #2 Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key islan ...
From $458 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Island Escape with Private Dock & Jacuzzi–Welcome to Casa del Mar Home by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy island-style vacations at the Casa del Mar Home. Located on the north end of the exclusive island of Longboat Key, ...
From $464 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Beach House 3 Beach Front Panoramic Sunset Views Screened Lanai
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Beach House Resort #3, located at 1000 Gulf Drive in Bradenton Beach is in a gulf front complex with panoramic beach ...
From $324 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Cedars East #528 Townhome by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $293 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Silver Sands Serenity – Unit 234 at the Beach by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $240 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Beach Castle Resort #23: 1 BR, 1 BA Hotel in Longboat Key, Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in this privately owned and “coastal themed” ground floor condo that sleeps 4 with bay views from the privacy of y ...
From $334 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Silver Sands #245 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $311 per night (USD)Expedia
- From $442 per night (USD)
VRBO
Pet Friendly LBK Home-Space Galore w Pool, Fireplace & Walk to Beach by RVA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
RVA presents this spacious vacation home. The Tarawitt Home, is located on a secluded road at the northern tip of Longbo ...
From $442 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Sea Pirate 7 2/1 Condo Pool Just Steps To Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000815 Sea Pirate Condo #7, located at 3301 Gulf Drive in the heart of Holmes Beach is just across the street fro ...
From $262 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Beachside Bliss Steps from the Gulf Beach Club at Anna Maria Island #5 by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...
From $254 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Your Gulf Front Escape: Silver Sands 252-Perfect Longboat Key Retreat, by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $308 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Rooftop Sunsets 2 Bedroom Unit Beach Club at Anna Maria Island #4 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...
From $344 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Island Retreat by SeaBreeze Vacation
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds an ...
From $183 per night (USD)Expedia
- From $322 per night (USD)
VRBO
2b/2ba, HotTub, Walk To Shops, Dining! Beach Close! Wkly/Mo Discounts! Boat Opt!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Orchid House is a newly renovated historic home situated in historic Point Pleasant. This 2 bedroom 2 bath home is in ...
From $322 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Charming Home w/ Private Lanai & Pool - Near Anna Maria Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Captain America Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $269 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Relaxing 2BR Retreat-Silver Sands Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $377 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Lovely family condo with a private heated pool & Gulf view, close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Crab Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $395 per night (USD)Expedia
- From $482 per night (USD)
VRBO
Beachfront Bliss – Beach Castle #1, A Coastal Gem by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $482 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Gulfside Getaway – Silver Sands Gulf Beach Resort #235 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $288 per night (USD)Expedia
- From $506 per night (USD)
VRBO
Direct Gulf Views! Spacious 2BR Beachfront Condo Cabana Beach Club #7 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key islan ...
From $506 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Relax. Recharge. Repeat Silver Sands #241 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $296 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Pet-Friendly 2BR Condo with Bay Views & Tennis Cedars East #810 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $297 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Peaceful Gulf Views: 2nd-Floor Beachfront at Outrigger Resort #8 Condo by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...
From $341 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Relax at the Gulf – Silver Sands Gulf Beach Resort #232, Longboat Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $265 per night (USD)VRBO
- From $266 per night (USD)
VRBO
Tranquil Sugar Ridge Home - Spacious Living, Propane Grill, Close to Anna Maria Beaches and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 BR / 2 BA / Sleeps 6 Master bedroom - King bed with en-suite bathroom, large vanity, walk-in closet, shower stall ...
From $266 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Elegant Beachfront Getaway ~ Heated Pools ~ HotTub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Relax in the modern 3BR 2.5Bath condo in the majestic beachfront neighborhood in Bradenton Beach, FL. Soak up t ...
From $300 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The cozy front porch of Gulf Winds B invites you to have your morning coffee or your evening cocktail and in the back ya ...
From $244 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Beach Days & Breezy Nights – Beach Club at Anna Maria Island #9 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...
From $259 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Walk to the Waves Getaway - Beach Club at Anna Maria Island #8 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...
From $250 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Newly Renovated 1BR! Stylish Beach Getaway-Cabana Beach Club #5 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key islan ...
From $301 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Stay Steps from the Shore – Beach Club at Anna Maria Island #14 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...
From $330 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Sunny Days & Island Stays – Beach Club at Anna Maria Island #11 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Beach Club at Anna Maria #11 1 Bedroom | 1 Bathroom | Sleeps 4 | Garden View Step into Old Florida charm blend ...
From $330 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Your Beachfront Haven – Beach Castle #3 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $499 per night (USD)Expedia
- From $432 per night (USD)
VRBO
Steps to Sand & Sunset – Charming Condo at The Outrigger by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...
From $432 per night (USD)VRBO
- From $268 per night (USD)
Expedia
FOXTAIL PALMS RETREAT, a happy Bradenton Vacation Home Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
* This lovely updated 3 bedroom, 2 bath home is centrally located in Bradenton, close to GT Bray park, the YMCA, many Go ...
From $268 per night (USD)Expedia
- From $216 per night (USD)
VRBO
Beach Potato: Gulf View Condo, Pool, Steps to the beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beach Potato by Anna Maria Life Vacation Rentals 3404 Gulf Drive, #5, Holmes Beach, FL 34217 What You'll Love Ab ...
From $216 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Barefoot Dreams: Dog Friendly, Private Pool,1 Block to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Barefoot Dreams by Anna Maria Life Vacation Rentals 201 76th St. East Unit B, Holmes Beach, FL 34217 What You'll Love A ...
From $308 per night (USD)Expedia
- Click For Pricing
VRBO
Casa Posada - Cozy 2BR Historic Beach Cottage Steps to Gulf, Pets OK, Hear the Waves!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Casa Posada! On Anna Maria Island (Anna Maria, FL) Experience the charm of old Florida living with modern co ...
Click For PricingVRBO
- From $686 per night (USD)
Expedia
Anna Maria Island Club 14 - Condo 2 Bedroom/ 2 Bath beach view, maximum...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Anna Maria Island Club 14 - Anna Maria Island - Condo - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Gulf Fro ...
From $686 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Your Slice of Paradise – Beach Club at Anna Maria Island Resort #13, by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...
From $330 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Welcome to paradise!! Please note: Amenities temporarily unavailable due to hurricane repairs.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your unforgettable vacation starts here in this beautifully decorated 2 bedroom/ 2 bathroom condo on the Florida famous ...
From $226 per night (USD)Expedia
- From $742 per night (USD)
VRBO
Beach House 10 Beach Front Panoramic Sunset Views.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The Beach House Resort #10, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated gulf front complex. ...
From $742 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Coastal Comfort – Silver Sands Gulf Beach Resort #233 by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $241 per night (USD)Expedia
- From $422 per night (USD)
VRBO
Winter Special! !Only 4 miles to AMI! Huge Heated Pool! NEW Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
** If the person booking is between 18-23 years old, you are welcome to book with an additional deposit of $750** Welco ...
From $422 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Beach House 9 Beach Front Panoramic Sunset Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Beach House Resort #9, located at 1000 Gulf Drive in Bradenton Beach is in a totally renovated gulf front complex. T ...
From $296 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Gulf & Sunset Views!!! 1BR Apt. D is a Centrally Located, walk to all location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spectacular Gulf & sunset views!!! 4-plex apartment "D" (first floor, king bedroom, post storms restored / all new inte ...
From $263 per night (USD)VRBO
- From $877 per night (USD)
Expedia
Paradise Bound! Backyard Bliss with Sun Shelf, BBQ and Coastal Decor
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Paradise Bound by AMI Locals 205 Sycamore Ave, Anna Maria, FL VR21-000036 Welcome to Paradise Bound, a stunning fou ...
From $877 per night (USD)Expedia
- From $161 per night (USD)
VRBO
The Hideaways at Point Pleasant (Palm Side)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Hideaways at Point Pleasant – Downtown Welcome to The Hideaways at Point Pleasant, two beautifully updated cottage ...
From $161 per night (USD)VRBO
- From $623 per night (USD)
Expedia
Sea Whisper in north-end Anna Maria with private dock and pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Sea Whisper, our brand new renovated home with 3 bedrooms / 3 bathrooms, private dock, swimming pool, and spa ...
From $623 per night (USD)Expedia
- From $466 per night (USD)
VRBO
Luxury Condo with Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This is a beautiful condo with 2-bedroom and 2-bathrooms is conveniently located in the Bradenton Beach community. Ther ...
From $466 per night (USD)VRBO
- From $190 per night (USD)
Expedia
New tiny house available in the country on a 5 acre motocross track MX
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Built in 2019, this tiny house is 404 sq ft and has 1 bedroom and 2 bathrooms with a small kitchen and a pavilion. The p ...
From $190 per night (USD)Expedia
- From $361 per night (USD)
VRBO
BeachView Condo #8 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Beach View Condominum, #8 - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 7 people. VRC22-000101 Co ...
From $361 per night (USD)VRBO
- From $312 per night (USD)
Expedia
2 minute walk to the beach! Off the main road in a quiet and tropical setting
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
What you'll love about this home: - Location! 2 min walk to the beach - 3 Bedrooms / 2 full bathrooms - 1 King, 1 Que ...
From $312 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Cedars East 2BR Condo–Bright, Airy Near Beach & Courts Unit #607 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $368 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Roomy 2 Bedroom Retreat with Stunning Amenities Silver Sands #239 by RVA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $368 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Share our piece of paradise - 85 Flip Flop Steps to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Anna Maria Island and the City of Bradenton Beach. We are located 45 minutes south of St Petersburg, an hou ...
From $259 per night (USD)VRBO
- From $332 per night (USD)
Expedia
Happy Turtle - 60 Steps From The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located in a quiet neighborhood in a narrow part of Anna Maria Island. Being just 60 steps away from a wide and never cr ...
From $332 per night (USD)Expedia
- From $406 per night (USD)
VRBO
Weekly Discounts! Exceptional Rating-A Pearl of a Beach Home- private pool & spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tropical rear yard with private luxury heated Saltwater pool and hot tub/spa and spacious paved area plus large ground f ...
From $406 per night (USD)VRBO
- From $624 per night (USD)
VRBO
Newly remodeled direct beach front vacation home. walk to Bridge\nStreet.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
View to die for.....Sweet Dreams is the lower left unit of four units of Beach Dreams.It is a Two bedroom unit that will ...
From $624 per night (USD)VRBO
- From $316 per night (USD)
VRBO
Bay Breezes & Wagging Tails – Pet-Friendly Stay at Cedars East #830 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $316 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Cottage By the Sea is a (no smoking) Unit within the charming Sea Pirate condo complex located on a tranquil and des ...
From $264 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Charming house with private heated pool, lanai. Great location to beach & shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
What You’ll Love About Sapphire Surf: • Location, Location, Location! Just 2 blocks to the beach, 4 blocks to charming ...
From $413 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Welcome to paradise!! Please note: Amenities temporarily unavailable due to hurricane repairs.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book your week away at this family friendly Runaway Bay condo! This is perfect spot for that romantic getaway or small f ...
From $219 per night (USD)Expedia
- From $324 per night (USD)
VRBO
Gulf Watch 204 by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Watch 204 is a completely updated 2-bedroom, 2-bathroom gulf to bay condo located in the Gulf Watch condo community ...
From $324 per night (USD)VRBO
- From $702 per night (USD)
Expedia
Luxury Palma Sola Beach House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning, single-family, 5-bedroom home is only a short drive (6.3 miles) away from Florida’s most beautiful shores on A ...
From $702 per night (USD)Expedia
- From $643 per night (USD)
VRBO
Gulf View Retreat! Pool, Decks and 2 King Beds!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Deckhouse by AMI Locals Anna Maria Island Home with Gulf Views and Private Pool VR20-000007 Welcome to The Deckh ...
From $643 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Open Water Home with lots of dolphin and manatee sightings. Boat docking.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Adorable Coastal Home; Boats can be kept on seawall or side yard. Perfect location: close to beaches, and downtown Brade ...
From $282 per night (USD)Expedia
- From $319 per night (USD)
VRBO
SS Salamander North | Steps to the Beach + Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
VRC16-000499 YOU CAN ALSO RENT THE ADJACENT PROPERTY Your Cozy Island Getaway in Holmes Beach Just one block from the ...
From $319 per night (USD)VRBO
- From $316 per night (USD)
Expedia
3/2 Home Heated Pool / close to Beautiful Anna Maria Beaches / close to IMG
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Peaceful Home – Ideal for Multi-Generational Family Vacations Welcome to A Peaceful Home, your perfect retreat in bea ...
From $316 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Palma Sola Home with Private Heated Pool, 3 Bedrooms ~~ 7 minutes to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to one of America’s finest Beach Vacation destinations, Bradenton, Florida! Vacation in the most desirable neig ...
From $475 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Tropical Tranquility – Beach Club at Anna Maria Island #2 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...
From $299 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Your Own Oasis: A Tropical Retreat with Lagoon Style Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Own Oasis - An Island Retreat with Lagoon Style Pool, close to Bay and Beach Escape to "Your Own Oasis" on Anna Ma ...
From $349 per night (USD)VRBO
- From $327 per night (USD)
Expedia
Oceanfront 1BR Silver Sands Longboat Key-Your Gulf Escape #257 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $327 per night (USD)Expedia
- From $483 per night (USD)
VRBO
Spacious 3 Bedroom with Deck Gulfside Condo - Silver Sands #238 Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $483 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Cedars Tennis Resort, is a luxury vacation rental on Longboat Key, close to Sarasota and world renowned St Armand's Circ ...
From $252 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Oceanview condo with WiFi & pool - across the street from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunset Villa 2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $327 per night (USD)VRBO
- From $642 per night (USD)
Expedia
She's Always Right - Pet Home w/ Pool, Spa, Steps to Beach & Prime AMI Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to She's Always Right! On Anna Maria Island (Holmes Beach, FL) Experience Island Luxury at She's Always Right, ...
From $642 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Our Island Escape in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**ASK ABOUT LAST-MINUTE DEALS! Stay DIRECTLY on the beach in this gorgeous two-bedroom, two-bath condo! Our Island Esca ...
From $519 per night (USD)VRBO
- From $226 per night (USD)
Expedia
407 Beautiful pool house with gorgeous view and golf
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. 407 GRAND ...
From $226 per night (USD)Expedia
- From $348 per night (USD)
VRBO
2 Bedroom / 2 Bath Ground Level With a Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for a Weekly rental located in the heart of Anna Maria Island at 305 61st St, Unit A, Holmes Beach, FL, ...
From $348 per night (USD)VRBO
- From $1003 per night (USD)
Expedia
Private POOL/SPA-Almost beachfront, Amazing Gulf Views, walk to Bridge St.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the Merry Mermaid Treehouse. Our home is a 2 story house with a rooftop deck and GULF VIEWS! Just across the ...
From $1003 per night (USD)Expedia
- From $348 per night (USD)
VRBO
Anna Maria Beach Condo 1/1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
I am looking to rent my condo on Anna Maria Island, Bradenton Beach-FL. This is a one bedroom with full kitchen and cov ...
From $348 per night (USD)VRBO
- From $473 per night (USD)
Expedia
Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Carefree Cay by Anna Maria Island Accommodations 217 Sycamore Avenue, Anna Maria, FL, 34216 VR16-000412 Welcome to ...
From $473 per night (USD)Expedia
- From $562 per night (USD)
VRBO
Beautiful home with fenced yard, heated pool, hot tub, and elevator!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Sand Castle by Anna Maria Island Accommodations Holmes Beach, FL 34217 VRC19-000022 Welcome to Sand Castle! Nestled in ...
From $562 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Bamboo Breeze! Cozy Pool Retreat Near Shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bamboo Breeze by Anna Maria Island Accommodations 203 70th Street, Unit B (East Unit), Holmes Beach, Florida VRC16-00 ...
From $304 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Holmes Beach Condo with Pool and Balcony! 3 Minutes to Beach - Seabreeze D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seabreeze D by Anna Maria Island Accommodations 403 39th Street Unit D, Holmes Beach, Florida 34217 VRC16-000111 Welco ...
From $203 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Beautiful, Ground Level 4 bedroom/3 bath home, just a short block to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Simply Chic 1.5 Blocks to Beach Beautiful, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beaut ...
From $449 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Home with Private Backyard and Heated Pool - Gulf Breeze Villa B
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gulf Breeze Villa B by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000146 Gulf Breeze Vill ...
From $303 per night (USD)VRBO
- From $772 per night (USD)
Expedia
Tropical Pool, Sunset Views, Game Room - It's a Jungle Out There
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
It's a Jungle Out There by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC19-000173 It’s a Ju ...
From $772 per night (USD)Expedia
- From $1142 per night (USD)
VRBO
Private Luxury Home 1.5 Blocks to Beach! Heated Pool & Hot Tub!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • 1.5 Blocks to the Beach! Access the Sand at the End of Willow Ave! Short Walk! • Private Heated Pool with ...
From $1142 per night (USD)VRBO
- From $602 per night (USD)
Expedia
Canalfront Home with Pool, Dock and Putting Green! Close to the Beach! - Lavende
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lavender Lagoon by Anna Maria Island Accommodations 123 Crescent Dr, Anna Maria, FL, 34216 VR22-000006 Welcome t ...
From $602 per night (USD)Expedia
- From $456 per night (USD)
VRBO
Tropical Oasis with Private Pool and Game Room! 3 Blocks to Beach or Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Pelican Place by Anna Maria Island Accommodations Anna Maria Island Family Retreat with Pool & Game Area VR16-000354 W ...
From $456 per night (USD)VRBO
- From $991 per night (USD)
Expedia
Island Retreat! Pool, Games & Gulf Access!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Pelican Paradise by Anna Maria Island Accommodations Anna Maria Island Luxury Home with Pool, Spa, Elevator, and Game ...
From $991 per night (USD)Expedia




































































































