Manatee Area Rentals
From $443 per night (USD)VRBO
Blue Opal - Waterfront Home, Boat Dock, w/ Private Heated Pool, 5 Mins 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 $443 per night (USD)VRBO
From $189 per night (USD)Expedia
Family Friendly Home, 4 mins to Beach! - Starfish Cove, B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Starfish Cove, B by AMI Locals Duplex in Holmes Beach, FL VRC21-000189 Welcome to Starfish Cove, B, a charming beach-t ...
From $189 per night (USD)Expedia
From $191 per night (USD)VRBO
Dog-Friendly Home! 4 mins to the Beach - Starfish Cove, A
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Starfish Cove, A by AMI Locals VRC17-000165 Welcome to Starfish Cove, A, a charming coastal retreat in Holmes Beach! T ...
From $191 per night (USD)VRBO
From $387 per night (USD)Expedia
Pond-side Oasis| Pickleball| Pool| Foosball
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Once Upon A Pond by Stayawhilewithus! This fun-filled 4BR/3BA family retreat in Bradenton is just minutes fro ...
From $387 per night (USD)Expedia
From $282 per night (USD)VRBO
Cozy North end hideaway! 5-min walk to beautiful white sand beach at Bean Point.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cute and cozy villa is aptly named "Gladiolus Hideaway"! Recently remodeled, this stylish yet comfy hideaway is t ...
From $282 per night (USD)VRBO
From $290 per night (USD)Expedia
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 $290 per night (USD)Expedia
From $354 per night (USD)VRBO
Luxury HEATED Salt-Water Pool Oasis Close to Beaches and Downtown!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Completely updated 3 bedroom 3 bathroom home that has been beautifully renovated and furnished in a modern coastal desig ...
From $354 per night (USD)VRBO
From $348 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 $348 per night (USD)Expedia
From $257 per night (USD)VRBO
Stunning & Serene, Minutes to Anna Maria Island, IMG & More
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
When you stay here you'll enjoy these serene and pastoralpark-like grounds with non-stop views of catch and release fish ...
From $257 per night (USD)VRBO
From $421 per night (USD)Expedia
Island Beach Club 24 - Anna Maria Island - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Beach Club 24 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. Vrc16-000069 Max 1 vehicle ...
From $421 per night (USD)Expedia
From $724 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 $724 per night (USD)VRBO
From $446 per night (USD)Expedia
Island Beach Club 1- Anna Maria Island-Condo 2 Bedroom/2 Bath gulf front, maximum occupancy of 4 people.
- 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 - Communit ...
From $446 per night (USD)Expedia
From $389 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 $389 per night (USD)VRBO
From $377 per night (USD)Expedia
217 84th - Anna Maria Island- Private home 3 Bedroom/ 2 Bath with private pool , maximum occupancy of 6 people.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
217 84th Street - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. Vrc#20-000113 Private Pool - D ...
From $377 per night (USD)Expedia
From $427 per night (USD)VRBO
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath, maximum occupancy of 4 people. Vrc20-000254 Beac ...
From $427 per night (USD)VRBO
From $608 per night (USD)Expedia
Sand Of Times-Beautiful 6 bedrooms with private pool/spa with a water slide
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Sands of Time 6908 Holmes Blvd Holmes Beach, FL 34217 VRC18-000007 Sands of Time is a newly built 6 bedroom, 4.5 bathro ...
From $608 per night (USD)Expedia
From $411 per night (USD)VRBO
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom / 2 Bath gulf front , maximum occupancy of 4 people.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. Gulf/Beach Front - ...
From $411 per night (USD)VRBO
From $530 per night (USD)Expedia
Bay Breeze Cottages #3
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $530 per night (USD)Expedia
From $171 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 6500 Flotilla Drive unit 163 VRC20-000149 Newly redecorated condo located on the northeastern Bayfront of ...
From $171 per night (USD)VRBO
From $395 per night (USD)Expedia
Anna Maria Island Club 31, 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 31 - Anna Maria Island - Condo - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Saturday to S ...
From $395 per night (USD)Expedia
From $610 per night (USD)VRBO
Bradenton Beach Club A - Anna Maria Island- Condo 3 Bedroom/ 2 Bath ocean view, maximum occupancy of 6 people.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Bradenton Beach Club, Unit A - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. Gulf Front Hot Tu ...
From $610 per night (USD)VRBO
From $260 per night (USD)Expedia
Sandy Point 111 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 4 people.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Point 111 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Vrc16-000289 Distance to the ...
From $260 per night (USD)Expedia
From $420 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 $420 per night (USD)VRBO
From $142 per night (USD)Expedia
2 Bd/2 Bath Condo on Sarasota Bay Across from Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Available from May 1, 2026 - December 12, 2026. Beautiful corner unit condo with an abundance of windows located between ...
From $142 per night (USD)Expedia
From $345 per night (USD)VRBO
Viva La Flamingo! 10 Min to Anna Maria, Heated Pool, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Important: This home can sleep a maximum of 6 adults. Welcome to our beautiful Viva La Flamingo home. This approximatel ...
From $345 per night (USD)VRBO
From $191 per night (USD)Expedia
Beautiful Anna Maria Island Condo & Boat Slip-2BR-2BA-Sleeps4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Starfish Condo on Anna Maria Island -2 BR 2 BA With a 25' Boat Slip Wonderful quiet residential area overlooks pool with ...
From $191 per night (USD)Expedia
From $462 per night (USD)VRBO
Villa Treasure Island - Beautifully Renovated Private Pool Home w/ Hottub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
LOCATED IN A QUIET NEIGHBORHOOD, our elegant Villa Treasure Island is exactly what you've been looking for. Imagine spe ...
From $462 per night (USD)VRBO
From $504 per night (USD)Expedia
For Shore: Sleeps 10, steps to beach, heated pool!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
***Photos Updated September 2025*** If you are hoping to stay on the perfect Old Florida island in the perfect beach ho ...
From $504 per night (USD)Expedia
From $334 per night (USD)VRBO
Waterslide & Pool ** Wimpy’s Whereabouts!**
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This cute cozy 2 bedroom and 2 full bathroom duplex is completely remodeled. The bedrooms both have king size beds. The ...
From $334 per night (USD)VRBO
From $318 per night (USD)Expedia
WATER SLIDE & POOL ** Sugarcane Hideaway**
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 16
This unit has 3 bedroom 2 full baths. The master has a king size bed and on-suite full bathroom. The 2nd bedroom has a q ...
From $318 per night (USD)Expedia
From $319 per night (USD)VRBO
WATER SLIDE & POOL ** SUGAR SHACK**
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
It’s welcoming and a completely remodeled cottage. It has everything you need for a relaxing vacation. There are three b ...
From $319 per night (USD)VRBO
From $321 per night (USD)Expedia
Sandy Point 205 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 4 people.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Point 205 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Vrc16-000291 Distance to the ...
From $321 per night (USD)Expedia
From $337 per night (USD)VRBO
LaPlayita 5 - Anna Maria Island - Condo 2 Bedroom / 2 Bath , maximum occupancy of 4 people.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
LaPlayita 5 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. Vrc19-000138 Community pool. ...
From $337 per night (USD)VRBO
From $941 per night (USD)Expedia
Hogfish: Stunning Southern-style large family home, minutes from Tampa Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Location, location, location! Hogfish is a spacious 4 bedroom, 3 ½ bath home within walking distance to Pine Avenue, Ci ...
From $941 per night (USD)Expedia
From $445 per night (USD)VRBO
Bay Breeze Cottages #2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $445 per night (USD)VRBO
From $598 per night (USD)Expedia
AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to AMI Peppertree Paradise! On Anna Maria Island (Anna Maria, FL) Experience AMI Peppertree Paradise — a light- ...
From $598 per night (USD)Expedia
From $598 per night (USD)VRBO
Endless Summer: Gulf Front, Pool, Views by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Endless Summer AMIC 23 by Anna Maria Life Vacation Rentals 2600 Gulf Drive, #23, Bradenton Beach, FL 34217 What You'll ...
From $598 per night (USD)VRBO
From $329 per night (USD)Expedia
Longbeach Lucky 13: Where Island Time Begins & Relaxation Never Ends by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
No luck needed here to know you've stumbled upon one of the best spots Longboat Key has to offer. Longbeach Lucky 13 by ...
From $329 per night (USD)Expedia
From $238 per night (USD)VRBO
6715-204 Beautiful Veranda with golf next to the pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. 6715 GRAND ...
From $238 per night (USD)VRBO
From $277 per night (USD)Expedia
Seaside Beach House 203 · Top Floor · 14-Ft Balcony · Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
VRC20-000296 1BR · 1.5BA · Sleeps 3 · Top Floor · 14-Ft Private Balcony · 950+ Sq Ft · Dolphins from Balcony · No Eleva ...
From $277 per night (USD)Expedia
From $291 per night (USD)VRBO
Sea La Vie: 1.5 Blocks to Beach, Pool, Tropical Backyard & Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea La Vie by Anna Maria Life Vacation Rentals 205 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: Lo ...
From $291 per night (USD)VRBO
From $636 per night (USD)Expedia
Private Dock - Manatee Lookout by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of ...
From $636 per night (USD)Expedia
From $426 per night (USD)VRBO
Florida Breeze: Pool home in perfect central location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Florida Breeze is the perfect vacation rental for your next trip to Anna Maria Island! The location with the short walk ...
From $426 per night (USD)VRBO
From $235 per night (USD)Expedia
Lazy Days at Runaway Bay 162 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Lazy Days at Runaway Bay is the perfect place to take time out and relax at your home away from home. This ground floor ...
From $235 per night (USD)Expedia
From $259 per night (USD)VRBO
Unlimited Golf with membership transfer- Lakewood National
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Premium furnishings penthouse (top floor) condo within highly sought after Lakewood National. Lakewood National is a ful ...
From $259 per night (USD)VRBO
From $346 per night (USD)Expedia
Sea Spray 3: *Steps to the beach *Close to shops, restaurants *Quiet street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
***Photos Updated April 2025*** The Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna ...
From $346 per night (USD)Expedia
From $426 per night (USD)VRBO
Sea Spray 4: *Heated Pool *Pet-Friendly *Steps to beach *Shops, dining close
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*** Photos Updated April 2025*** The Sea Spray Cottages are an adorable group of Units located in the North End of Anna ...
From $426 per night (USD)VRBO
From $318 per night (USD)Expedia
August Savings - Perfect Location - Pool + Sundeck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
August Deals! Special discounted rates are available this month. Don’t miss your chance to squeeze in one last summer ge ...
From $318 per night (USD)Expedia
From $436 per night (USD)VRBO
Turtle Nest! Private Heated Pool and Access to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Remodeled in 2025, this comfortable and tastefully furnished home offers everything you need for a relaxed vacation with ...
From $436 per night (USD)VRBO
From $256 per night (USD)Expedia
Townhome with Private Outdoor Living Space, Community Pool - Sea La Vie
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea La Vie by AMI Locals VRC21-000203 Welcome to the relaxed coastal vibe of Sea La Vie, a modern three-bedroom, three ...
From $256 per night (USD)Expedia
From $2520 per night (USD)VRBO
Sundowner Beach: Luxury Gulf-front, stunning views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to Sundowner Beach! This luxury gulf-front property offers everything you need to enjoy the perfect beach getaw ...
From $2520 per night (USD)VRBO
From $338 per night (USD)Expedia
Anna Maria and Beaches minutes away~Pool, boat dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Adorable townhouse just minutes from Anna Maria Island! This 2 bedroom, 1 1/2 bath is fully furnished and ready to be yo ...
From $338 per night (USD)Expedia
From $558 per night (USD)VRBO
#201 Sand Piper: 2B / 2B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious and comfortable, the Sand Piper has many appealing qualities and amenities. It boasts a full kitchen complete w ...
From $558 per night (USD)VRBO
From $672 per night (USD)Expedia
Live Oak Lodge | Private heated Pool Home Near Anna Maria Island | Family-Friendly Bradenton Vacation Rental | Sleeps 10 | Dog* (See Note) Allowed
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
**ASK ABOUT LAST MINUTE DEALS! Escape to Live Oak Lodge, a peaceful retreat nestled beneath mature oak trees in northwe ...
From $672 per night (USD)Expedia
From $429 per night (USD)VRBO
Sea Spray 1: *Pet-friendly *Steps to the beach *Close to shops, restaurants
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
***Photos Updated April 2025*** The Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna ...
From $429 per night (USD)VRBO
From $232 per night (USD)Expedia
SF Shorewalk, near Anna Maria Island Beaches and IMG, Pools, Tennis, Pickleball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shorewalk SF. Enjoy this beautiful lake view upstairs 2 Bedroom/2 Bath condo 5 min away from IMG Academy, 15 min to the ...
From $232 per night (USD)Expedia
From $797 per night (USD)VRBO
North Shore Very Walkable to Ami fun
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover island paradise at “North Shore” located on the *premier corner* of North Shore & Palmetto in Anna Maria, only ...
From $797 per night (USD)VRBO
From $556 per night (USD)Expedia
Seahorse Cottage! Walk to Beach & Shops!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Seahorse Cottage by AMI Locals VRC16-000110 Welcome to Seahorse Cottage, a beautifully designed three-bedroom, three ...
From $556 per night (USD)Expedia
From $252 per night (USD)VRBO
The Island Easy - Walk to Beach - Pool View Balcony - Dog Friendly - King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Island Easy, a dog-friendly, one-bedroom condo on Anna Maria Island just a short walk from the beach. Per ...
From $252 per night (USD)VRBO
From $331 per night (USD)VRBO
Exquisite Beachfront Condo with both Sunrise & Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover a newly renovated beachfront sanctuary where Tommy Bahama-inspired style meets modern luxury. This 4th-floor re ...
From $331 per night (USD)VRBO
From $511 per night (USD)VRBO
AMI Retreat: 200 Steps to Beach, Dog Friendly Pool Home by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
AMI Retreat by Anna Maria Life Vacation Rentals 746 Jacaranda, Anna Maria, FL 34216 What You'll Love About This Home: L ...
From $511 per night (USD)VRBO
From $500 per night (USD)Expedia
Waterfront on Anna Maria Sound ~ Beaches just minutes away!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this spacious three-bedroom, three bath condo with 10 ft ceilings featuring the finest sunsets and water view ...
From $500 per night (USD)Expedia
From $380 per night (USD)VRBO
Tropical and Tranquil Bradenton hideaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*FRESHLY UPDATED* 2 Bedrooms, 2 Bath PROPERTY OVERVIEW Located on a peaceful street within 9 miles of the beaches as wel ...
From $380 per night (USD)VRBO
From $713 per night (USD)Expedia
Lazy Lagoon: On Canal, Pool, Boat Dock, 2 blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Lazy Lagoon by Anna Maria Life Vacation Rentals 220 Chilson Ave., Anna Maria, FL 34216 What You'll Love About This Home ...
From $713 per night (USD)Expedia
From $359 per night (USD)VRBO
Island Time: Gulf front condo 20 ft to the beach with shared pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Time 104 at Seaside Beach House is a condominium that has long been a favorite to visitors of Holmes Beach and An ...
From $359 per night (USD)VRBO
From $195 per night (USD)VRBO
8205-306 Beautiful view residence with a golf membership
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. 8205 GRAND ...
From $195 per night (USD)VRBO
From $589 per night (USD)VRBO
Heated Pool + Ping-Pong + Foosball + 12 min to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Coastal Farmhouse Sarasota! Your ideal family getaway is just two blocks from Sarasota Bay and minutes from ...
From $589 per night (USD)VRBO
From $153 per night (USD)VRBO
Beautiful, Newer Home in River Strand! Endless Fun!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newer home, with all new indoor and outdoor furniture. This home truly has it all! Luxury and comfort. Located in the ga ...
From $153 per night (USD)VRBO
From $124 per night (USD)VRBO
Nice studio near Anna Maria Island, IMG Academy, UTC Mall, Lecom Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
After a devastating fire almost destroyed our house and studio apartment, and after a 16 months of fighting with insuran ...
From $124 per night (USD)VRBO
From $352 per night (USD)VRBO
Villa Palma Sola - Family Heated Screened Pool, 10 Mins to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Villa Palma Sola, a spacious 3-bedroom, 2-bathroom vacation home with private pool, located in the quiet and ...
From $352 per night (USD)VRBO
From $221 per night (USD)VRBO
Resort Condo w/ Beach Access on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Map out your Gulf Coast getaway to 'AMI Happy Place,' a 2-bed, 2-bath vacation rental just across from Bradenton Beach! ...
From $221 per night (USD)VRBO
From $1732 per night (USD)Expedia
Villa Marisol: Beachfront, Mediterranean style, w/terrace, pool, hot tub!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Marisol, located at 797 North Shore Drive at the north end of Anna Maria Island and nestled on the shores of the G ...
From $1732 per night (USD)Expedia
From $348 per night (USD)VRBO
Cozy AMI Escape, Steps to Beach & Pets Welcome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Property Highlights • Short walk to the beach • 2 Bedrooms | 2 Bathrooms | Sleeps 6 • King primary suite • Queen bed ...
From $348 per night (USD)VRBO
From $756 per night (USD)Expedia
Glad Tidings: Heated pool, turfed outdoor lounge and dining area.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Photos updated March 2025! Welcome to Glad Tidings, a comfortable and well-appointed vacation home on Anna Maria Island ...
From $756 per night (USD)Expedia
From $381 per night (USD)VRBO
St. Lucia - 2 Bedroom/2 Bathroom, Heated Pool, 40 ft. Boat Dock with Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to St. Lucia, a waterfront single family house beautifully decorated in 2020 and again in 2025. This private poo ...
From $381 per night (USD)VRBO
From $232 per night (USD)Expedia
PN Shorewalk, near Anna Maria Island Beaches and IMG, Pools, Tennis, Pickleball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shorewalk PN. Enjoy this beautiful lake view ground floor 2 Bedroom/2 Bath condo 5 min away from IMG Academy, 15 min to ...
From $232 per night (USD)Expedia
From $432 per night (USD)VRBO
Private Bayside Property -- With Private Fishing/Boating Pier/Remote Office
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The big water view and private pier make this the perfect get-away for anyone who loves to fish, kayak, paddle board, bo ...
From $432 per night (USD)VRBO
From $255 per night (USD)Expedia
Beachfront Longboat Key Condo • 3BR • Pool, Tennis & Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom, 2 full bath 3rd Floor (Top Floor)-Southwest Corner 1500+ sq./ft. of living space Bedrooms (Sleeps 6): Bedroo ...
From $255 per night (USD)Expedia
From $267 per night (USD)VRBO
Runaway Bay 102 - Beach, Pool, Gym and Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A sweet escape, even sweeter prices! 5% off to all essential employees! 1BR/1 BA pond view pet-friendly condo with grea ...
From $267 per night (USD)VRBO
From $222 per night (USD)Expedia
Resort Style Condo by the Beach with Heated Pool at Runaway Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Park your car when you stay at this bright and beachy condo because you can walk (or ride the free trolley!) to all the ...
From $222 per night (USD)Expedia
From $231 per night (USD)VRBO
7911-304 Gorgeous view condo with a golf membership
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. 7911 GRAND ...
From $231 per night (USD)VRBO
From $1047 per night (USD)Expedia
FantaSea | Beachfront | Heated Pool | Golf Cart | Volleyball Court
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Escape to Fanta-Sea, your private tropical retreat on the coveted north end of Anna Maria Island — where backy ...
From $1047 per night (USD)Expedia
From $403 per night (USD)VRBO
Mi Casa Su Casa: Private Pool, Sleeps 6, Near Great Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 BR / 2 BA / Sleeps 6 Master bedroom - King bedroom with en-suite bath, ROKU enabled TV, and large walk-in close ...
From $403 per night (USD)VRBO
From $296 per night (USD)Expedia
Egret at Blue Lagoon Unit 3 Anna Maria Island - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just perfect! From the tasteful beachy decor to the fully appointed kitchen you won’t find more welcoming accommodations ...
From $296 per night (USD)Expedia
From $139 per night (USD)VRBO
Palma Sola Trace Condo - Beaches, Pool, Dining!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**90 Day Minimum Rental** 3 BR / 2.5 BA / Sleeps 8 Master bedroom - King size bed with in room bathroom, Sams ...
From $139 per night (USD)VRBO
From $343 per night (USD)Expedia
Sea Glass on Anna Maria - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When you arrive at “SeaGlass” you are greeted with pleasant landscaping, a gorgeous brick driveway, and an adorable home ...
From $343 per night (USD)Expedia
From $459 per night (USD)VRBO
Charming Island Escape with Private Pool and Screened Lanai!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sweet Melissa’s Beach House by AMI Locals VR19-000057 Welcome to Sweet Melissa’s Beach House, a cheerful and welcomin ...
From $459 per night (USD)VRBO
From $447 per night (USD)Expedia
Summer Wind- An island getaway in the perfect location.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience all the best elements of the perfect Island vacation in this well-appointed rental home. It is located just a ...
From $447 per night (USD)Expedia
From $512 per night (USD)VRBO
Luxury bungalow with pool and spa! Canal front with dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bamboo Bungalow by AMI Locals VR19-000043 Welcome to Bamboo Bungalow by AMI Locals, a beautiful three-bedroom, two-b ...
From $512 per night (USD)VRBO
From $176 per night (USD)VRBO
Very nice Condo in Bradenton-Florida - near IMG
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>A short distance from a water park, snorkeling, and more, this family-friendly apartment lets you experience it all. ...
From $176 per night (USD)VRBO
From $432 per night (USD)VRBO
Bon Ami: North End AMI, Pool Home, Short Walk to Bean Point by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bon Ami by Anna Maria Life Vacation Rentals 804 North Bay Blvd., Anna Maria, FL 34216 What You'll Love About This Home: ...
From $432 per night (USD)VRBO
From $239 per night (USD)Expedia
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cute as a bug bungalow on Anna Maria's lovely north end. A block from City Pier and Tampa Bay and only four blocks to th ...
From $239 per night (USD)Expedia
From $278 per night (USD)VRBO
Cozy beach condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Quiet 2nd floor 2/2 cozy condo with a peek-a-boo pool view from the front door. 2 minute walk to the white, sandy beach ...
From $278 per night (USD)VRBO
From $409 per night (USD)Expedia
Sunset Margarita - Pet Condo Near Anna Maria w/ Pool, Bikes & Easy Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Sunset Margarita! Bradenton, Florida (Just off Anna Maria Island, FL) The Space Set within Margaritaville's ...
From $409 per night (USD)Expedia
From $233 per night (USD)VRBO
Island Hideaway East: 5 Minute Walk to Beach, Private Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Island Hideaway East by Anna Maria Life Vacation Rentals 308B 67th St., Holmes Beach, FL 34217 What you'll love about t ...
From $233 per night (USD)VRBO
From $383 per night (USD)Expedia
4BR Private Coastal Retreat: Heated Pool, Near AMI
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Escape to a private Bradenton coastal oasis near Anna Maria Island. ★ 4 Large Bedrooms | 2.5 Bathrooms | Accommodates 1 ...
From $383 per night (USD)Expedia
From $303 per night (USD)VRBO
Shorewalk 205 - Bradenton- The Palms condo 2 Bedroom / 2 Bath, 5 miles from Anna Maria Island and near Img, maximum occupancy of 4 people.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Shorewalk 205 -The Palms - Bradenton - 2 Bedroom / 2 Bath, maximum occupancy of 4 people. Close to Anna Maria Island. S ...
From $303 per night (USD)VRBO
From $316 per night (USD)Expedia
Swizzle On The Sound · Saltwater Pool · 30-Night Minimum
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
VRC21-000048 3BR · 2BA · Sleeps 8 · 30-Night Minimum · Heated Saltwater Pool ($15/Day) · Six Outdoor Zones · Cedar Pavi ...
From $316 per night (USD)Expedia
From $362 per night (USD)VRBO
Sunny Days on LBK: Open Wed, Sept 9th!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming seaside condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in excl ...
From $362 per night (USD)VRBO
From $309 per night (USD)Expedia
Anna Cabana A: North End Pool Home, Short Walk To Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Anna Cabana A by Anna Maria Life Vacation Rentals 770 Jacaranda Rd., Anna Maria, FL 34216 What you'll love about this h ...
From $309 per night (USD)Expedia