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From $389 per night (USD)
VRBO
Near Anna Maria Island 4 bedroom, luxury home, heated pool, pet friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Anna Maria Villa is a luxury vacation rentals near Anna Maria Island. This remodeled 4 bedrooms, 3 baths ranch style bea ...
From $389 per night (USD)
VRBO
From $1304 per night (USD)
Expedia
BUENA VISTA LUXURY BEACHFRONT 4BR - Anna Maria Island - By Island Real Estate Va
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Top 10 Gulfview on Anna Maria Island!!! You can see for miles in both direction down the beach. Luxury condominium “Buen ...
From $1304 per night (USD)
Expedia
From $1242 per night (USD)
VRBO
DIRECT BEACH FRONT - Luxury 4BR Condo - Anna Maria Island- By Island Real Estate
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
DIRECT BEACH FRONT - Luxury 4BR Condo - Buena Vista #3 - 101 67th Street - 4 Bedrooms and 3 and a 1/2 Baths - Bed/s: 3 ...
From $1242 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Summer Special! Get 10% Off!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Exclusive Offers: Stay longer and save more! Enjoy 10% off for 7+ nights, and 20% off for 28+ nights. Promotions cannot ...
From $303 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy our renovated 1,174 Sq.Ft Vila at Shorewalk vacation resort in Bradenton, FL.It is an end unit, on the second floo ...
From $224 per night (USD)
VRBO
From $605 per night (USD)
Expedia
Canal - C-View by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Recently renovated, C-View is the perfect island getaway for your family vacation. Conveniently located within walking d ...
From $605 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Anna Maria Sunsets - studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
***update*** The condo was updated on 5/5/24. This condo is at the Tortuga Inn which is the perfect beach-to-bay resort ...
From $293 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Vacation Day Is Always A Great Idea! 2 Classy Units, 2 Pools and Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This accommodation consists of TWO Spacious 1250sf apartments located in a private, gated community in a close vicinity ...
From $409 per night (USD)
VRBO
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VRBO
Spacious hideaway - 5 miles to the beach- heated pool/jacuzzi
Bedrooms:
3
Bathrooms:
4
Sleeps:
18
Spacious 4 bedroom, 3.5 bathroom house located 5 miles from the beach. Our property is only a few minutes away from the ...
Click For Pricing
VRBO
From $613 per night (USD)
VRBO
Better Choice for your Vacation! 3 Comfortable Units, Basketball & Tennis Courts
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This accommodation consists of THREE Spacious 1250sf apartments located in a private, gated community in a close vicinit ...
From $613 per night (USD)
VRBO
From $381 per night (USD)
VRBO
Colorful beach cottage w/ heated private pool & grill area - dog-friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sea's The Day Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $381 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Casual beachside getaway with pool, and easy beach access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Water's Edge 105 South Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $343 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Waterfront home near beaches with private heated pool, spa, and more
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Surrounded By Sea Breezes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $580 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Welcoming condo close to the beach with private heated pool & WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
LaMadeira 305 Unit A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $362 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Upscale condo with large deck & shared pool - just steps from the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
La Casa Karen Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $462 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Quaint beachfront duplex in ideal location with screened lanai & free trolley
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Playa Casanas North Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $352 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Adorable beachfront rental in a great location with Gulf access right outside
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Playa Casanas South Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $366 per night (USD)
VRBO
From $106 per night (USD)
Expedia
Country Cottage Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Country Cottage located in a quiet area of Bradenton. Located on private secluded property .The cottage has its own fe ...
From $106 per night (USD)
Expedia
$Waterfront Unit, Heated Pool, 70\ TV, Tiki Bar & Grill, On The Marina!$
From $232 per night (USD)
VRBO
Waterfront Unit, Heated Pool, 70\" TV, Tiki Bar & Grill, On The Marina!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Marina Front, Updated Hotel Room-Condo at the Ramada Inn on 41. Ground-floor, Two large, comfy Queen beds, 70" smart TV ...
From $232 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Aquarius-Pool Home West of Gulf Dr-By Island Real Estate Vacations
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Spend your Anna Maria Island vacation in five star luxury when you visit “Aquarius”. This fully renovated Holmes Beach v ...
From $370 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Breezy Harbor AMI pool retreat near the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Stunning Fall 2024 renovation completed! Charming Breeze Harbor boasts a private heated pool and sits on a quaint corne ...
From $308 per night (USD)
VRBO
From $402 per night (USD)
Expedia
ON the Beach, 2nd Floor - Elevator - Heated swimming pool and Spa
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
On the Beach - Full view of the Gulf of Mexico. Fully furnished and equipped. Includes Long Distance phone service wit ...
From $402 per night (USD)
Expedia
From $596 per night (USD)
VRBO
BOUTIQUE BEACH FRONT LUXURY LOCATED DIRECTLY ON BEACH WITH FABULOUS SUNSETS
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This boutique luxury 5 star rated beach home awaits you for the vacation of a lifetime! ...
From $596 per night (USD)
VRBO
From $1486 per night (USD)
Expedia
Buena Vista #2: Luxury Beach Front Condo, Amazing Views, Pool by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Buena Vista #2 by Anna Maria Life Vacation Rentals 101 67th St #2, Holmes Beach, FL 34217 What You'll Love About This H ...
From $1486 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Boat Lover's, Spacious 4/3.5 waterfront saltwater canal home with dock and pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Boat Lovers' Paradise! Entertain family and friends in spacious 2400 sqft home with beautiful water front views, privat ...
From $251 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Luxury Beach House, 1 Block from beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming Anna Maria Island Vacation Home is located just a few houses from the white sand beaches! Holmes Beach is ...
From $231 per night (USD)
Expedia
From $588 per night (USD)
VRBO
La Cocolia located on north end of AMI. Lagoon Pool, Walk to Pine Ave.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Need a GREAT AMI GETAWAY? Just steps from the bayfront park in the City of Anna Maria is a charming island beach house ...
From $588 per night (USD)
VRBO
From $936 per night (USD)
Expedia
GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! PUTTING GREEN!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Glorious Daze! Our four bedroom/four bath private home is located along the sugary white sands of beautiful H ...
From $936 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Sunshine Oasis 2 With Heated Saltwater Pool Just Minutes to Gulf Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedroom 2 bath home in west Bradenton just minutes from beautiful Anna Maria Island with miles of white sandy beaches, ...
From $274 per night (USD)
VRBO
From $782 per night (USD)
Expedia
Gulf Coast Luxury – Large Beachfront Living: La Playa #203D Condo by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to La Playa #203D by RVA. Step out your door to the white sandy beach and emerald waters of the Gulf of Mexico. ...
From $782 per night (USD)
Expedia
From $626 per night (USD)
VRBO
The Beautiful House 6/4.5 w/detached residence, Pets+ SUN & FUN, CLOSE TO BEACH
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Check out our heated pool with LED lights, 3 1/2 horse power swim jet for swimming laps and serene rain waterfalls to Th ...
From $626 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Beautiful 2/2 bay veiw unit!! Fall dates are filling up quick, book yours today!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy some peace in quiet in beautiful Longboat Key. This clean and comfortable 2 bedroom 2 bathroom condo on Saras ...
From $226 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Take a Peek at a fabulous unit.
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full ki ...
From $350 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Client texted view crazy see for yourself
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full ki ...
From $369 per night (USD)
Expedia
Click For Pricing
VRBO
Moon Shadow South: North End of Anna Maria Island with Spectacular Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Moon Shadow South's location can't be beat with views of Passage Key in Tampa Bay from the Primary Ensuite. You are just ...
Click For Pricing
VRBO
From $231 per night (USD)
Expedia
Breezy house with great location near beach, shopping & dining
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Guava Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $231 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Sea Life at Runaway Bay 211 by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please note that the condo complex is currently an active construction site, and the following amenities are unavailable ...
From $217 per night (USD)
VRBO
From $891 per night (USD)
Expedia
Casa Mariposa – Luxury Retreat, Butterfly Garden, Pool/Spa, Steps to Pine Ave & 4 Houses to Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Casa Mariposa! On Anna Maria Island (Anna Maria, FL) Experience the charm and luxury of Casa Mariposa, a hid ...
From $891 per night (USD)
Expedia
From $323 per night (USD)
VRBO
3/2 Home Heated Pool / close to Beautiful Anna Maria Beaches / close to IMG
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
🌞 A peaceful home is an ideal vacation home for families with multiple generations. 🌞 The house is well-maintained and ...
From $323 per night (USD)
VRBO
From $163 per night (USD)
VRBO
The Hideaways at Point Pleasant (Pine 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 $163 per night (USD)
VRBO
From $485 per night (USD)
VRBO
Ground Floor Luxury Home, very close to Beach, Heated Pool/Spa 🌴🌴🌴🌴
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Ground Floor Luxury Home with Heated Pool/Spa, very close to Beach 🌴🌴🌴🌴 Welcome to the AMI Beach Home on beautiful ...
From $485 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Island Getaway: Tropical Oasis Backyard, Pool, Dog Friendly, 1.5 blocks to Beach by Anna Maria Life
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Island Getaway by Anna Maria Life Vacation Rentals 205 56th St., Holmes Beach, FL 34217 What You'll Love About This Hom ...
From $306 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Wake up on the waters of Tampa Bay in a north Anna Maria home.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Two story elevated beach home with gorgeous water views, steps from park and two fishing piers. Enjoy meals in the separ ...
From $307 per night (USD)
VRBO
From $799 per night (USD)
Expedia
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Anna Cabana B by Anna Maria Life Vacation Rentals 301 Poinsettia Rd., Anna Maria, FL 34216 What you'll love about this ...
From $799 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Retro Style Home with Large Pool Close to Downtown Holmes Beach and Walk to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Gumbo Cottage located just 7 houses from the Gulf beaches of Anna Maria Island and a street away from downtow ...
From $394 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Minnie Cottage- Beautiful 3 bedroom heated pool/spa and short walk to the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
AT A GLANCE Beautiful 3-bedroom 3 bath homes West of Gulf Drive, a short stroll to the beach Gorgeous private heated wit ...
From $485 per night (USD)
Expedia
From $743 per night (USD)
VRBO
2-Night Stay Available June 3-5 w/ Private Pool & Dock!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
DESCRIPTION:  It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the ...
From $743 per night (USD)
VRBO
From $289 per night (USD)
Expedia
EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Renovated in 2025, bright, sunny, spacious and clean townhouse in a great location on Anna Maria Island, just a few minu ...
From $289 per night (USD)
Expedia
From $578 per night (USD)
VRBO
Pool & Spa! Short Walk to Beach & Restaurants! Rooftop Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Beach View Retreat by AMI Locals Home in Holmes Beach, Florida VRC19-000046 Welcome to Beach View Retreat, a custom-bu ...
From $578 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Snowbird-friendly home with enclosed yard, deck, grill, central AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Bradenton Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $250 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Sun Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
**Beach House, Sleeps 4, Easy walk to beach, Shops & Restaurants** Beautiful cozy cottage conveniently located in the h ...
From $325 per night (USD)
VRBO
From $707 per night (USD)
Expedia
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 $707 per night (USD)
Expedia
From $528 per night (USD)
VRBO
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 $528 per night (USD)
VRBO
From $257 per night (USD)
Expedia
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 $257 per night (USD)
Expedia
From $420 per night (USD)
VRBO
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 $420 per night (USD)
VRBO
From $466 per night (USD)
Expedia
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 $466 per night (USD)
Expedia
$Snyders Rest B Quaint 1\/1 Triplex Bay Views, Near Beach$
From $214 per night (USD)
VRBO
Snyders Rest B Quaint 1\/1 Triplex Bay Views, Near Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Snyder’s Rest B, a charming 1-bedroom, 1-bath coastal escape designed for couples, solo travelers, or small f ...
From $214 per night (USD)
VRBO
From $335 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 $335 per night (USD)
Expedia
From $308 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 $308 per night (USD)
VRBO
From $206 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 $206 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Stay Where the Sand Meets the Sea-Beautiful 1st Floor Condo | Beach Castle 23
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 $356 per night (USD)
VRBO
From $293 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 $293 per night (USD)
Expedia
From $254 per night (USD)
VRBO
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 $254 per night (USD)
VRBO
From $819 per night (USD)
Expedia
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 $819 per night (USD)
Expedia
From $708 per night (USD)
VRBO
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & 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 $708 per night (USD)
VRBO
From $447 per night (USD)
Expedia
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 $447 per night (USD)
Expedia
From $303 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 $303 per night (USD)
VRBO
From $203 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 $203 per night (USD)
Expedia
From $263 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 $263 per night (USD)
VRBO
From $249 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 $249 per night (USD)
Expedia
From $319 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 $319 per night (USD)
VRBO
From $161 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 $161 per night (USD)
Expedia
From $317 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 $317 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Pristine Home | Screened Lanai with Pool & Alfresco Dining | Near Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Butterfly Kisses Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $261 per night (USD)
Expedia
From $273 per night (USD)
VRBO
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 $273 per night (USD)
VRBO
From $479 per night (USD)
Expedia
Relaxing 2BR Retreat – Silver Sands Resort on the Gulf #255S 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 $479 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Lovely family condo with a private heated pool & Gulf view, close to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Crab Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $406 per night (USD)
VRBO
From $478 per night (USD)
Expedia
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 $478 per night (USD)
Expedia
From $288 per night (USD)
VRBO
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)
VRBO
From $412 per night (USD)
Expedia
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 $412 per night (USD)
Expedia
From $353 per night (USD)
VRBO
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 $353 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Pet-Friendly 2BR Condo with Bay Views & Tennis Cedars East #810 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $326 per night (USD)
Expedia
From $281 per night (USD)
VRBO
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 $281 per night (USD)
VRBO
From $220 per night (USD)
Expedia
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 $220 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Summer Special! Get 10% Off!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Exclusive Offers: Stay longer and save more! Enjoy 10% off for 7+ nights, and 20% off for 28+ nights. Promotions cannot ...
From $265 per night (USD)
VRBO
From $267 per night (USD)
Expedia
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 $267 per night (USD)
Expedia
Click For Pricing
VRBO
3 bedroom, Luxury vacation rental, sleeps 8 with private pool, pet friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Anna Maria Love is a completely remodeled luxury vacation rental near Anna Maria Island! Newly furnished 3 bedrooms, two ...
Click For Pricing
VRBO
From $207 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 $207 per night (USD)
Expedia
From $369 per night (USD)
VRBO
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 $369 per night (USD)
VRBO
From $275 per night (USD)
Expedia
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 $275 per night (USD)
Expedia
From $272 per night (USD)
VRBO
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 $272 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Sunny Days & Island Stays – Beach Club at Anna Maria Island #11 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 $264 per night (USD)
Expedia
From $456 per night (USD)
VRBO
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 $456 per night (USD)
VRBO
From $255 per night (USD)
Expedia
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 $255 per night (USD)
Expedia
Click For Pricing
VRBO
New vacation home with private pool, rooftop deck, and game room
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Vista Azul by AMI Locals Home in Bradenton Beach, FL Features: • Private Pool and Spa • Foosball and Corn hole • Ping P ...
Click For Pricing
VRBO
From $256 per night (USD)
Expedia
Private Oasis: Heated Saltwater Pool+Putting Green
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun ...
From $256 per night (USD)
Expedia
From $268 per night (USD)
VRBO
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)
VRBO
From $251 per night (USD)
Expedia
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 $251 per night (USD)
Expedia
From $198 per night (USD)
VRBO
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 $198 per night (USD)
VRBO
From $253 per night (USD)
Expedia
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 $253 per night (USD)
Expedia

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