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From $270 per night (USD)
VRBO
Gulf Breezes & Poolside Peace – Silver Sands Gulf Beach Resort #236 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 $270 per night (USD)
VRBO
From $352 per night (USD)
Expedia
The Shore 211-Stylish 2BR Gulffront Condo with Stunning Sunsets & Pool by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA asks that you imagine the wonderful sunsets you can capture right from your own balcony at The Shore. Located direct ...
From $352 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Coastal living at its finest! Inviting two bedroomwith Pool & Jacuzzi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your tranquil haven nestled in the heart of Anna Maria Island! This enchanting 2-bedroom, 2-bathroom residenc ...
From $380 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Esxape to Paradise! Beachside retreat with shared pool spa. 5 min walk to beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to paradise. Serene 2-Bedroom Retreat with Pool and Jacuzzi Experience the epitome of modern comfort at this go ...
From $352 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Gulf & Sunset Views!!! 1BR Apt. C is a Centrally Located, walk to all location
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spectacular Gulf water & sunset views!!! 4-plex apartment "C" (first floor, king bedroom, post storms restored / all ne ...
From $265 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Snowbird Sanctuary w/ Covered Patio in Bradenton
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
No matter the season, this cozy 2-bedroom, 2-bathroom vacation rental home in Bradenton is the perfect home base for tho ...
From $188 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Shorewalk JD condo 2 Bedroom/ 2 Bath-near Beaches, IMG, Pool, Tennis, Pickleball
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this nice lake view first floor 2 Bedroom/2 Bath condo 5 min away from IMG Academy, 15 min to the Beaches on Anna ...
From $199 per night (USD)
VRBO
From $527 per night (USD)
Expedia
AMI Breeze! Relaxed Luxury Near the Gulf!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AMI Breeze by AMI Locals 507 Spring Ave, Anna Maria, FL VR20-000022 Welcome to AMI Breeze! Tucked away in a rela ...
From $527 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Coconuts 116 - Anna Maria Island - Condo -1 Bedroom/ 1 Bath- maximum...
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Coconuts 116 - Anna Maria Island - 1 Bedroom/ 1 Bath - maximum occupancy of 6 people. VRC21-000194 Distance to the ...
From $359 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Tranquil Bay Views from Cedars East–Tennis & Pool Access Unit #812 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $361 per night (USD)
Expedia
From $590 per night (USD)
VRBO
Sunsets on Carissa - Coastal Retreat w/ Heated Pool, Game Room & Steps from Gulf
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sunsets on Carissa! On Anna Maria Island (Holmes Beach, FL) Experience Sunsets On Carissa – A Modern Coastal ...
From $590 per night (USD)
VRBO
From $425 per night (USD)
Expedia
65 steps to beach or bay, 150,000-dollar pool, deck, views, paddle boards/Kayaks
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Location, location, location! AMI Beach + Bay Home with $150,000 Pool - Cortez Beach Retreat "Views Over the Water" dupl ...
From $425 per night (USD)
Expedia
From $492 per night (USD)
VRBO
Fins Up – AMI Cozy Island Retreat w/ Private Pool & 4-Min Walk To Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Fins Up! On Anna Maria Island (Holmes Beach, FL) Discover Fins Up, An AMI Island Getaway Where A Private Poo ...
From $492 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Spinnakers Cottages - Cabin 1 - Dog Friendly - 250 Steps to Beach, Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cabin 1 Spinnakers Cottages by Anna Maria Life Vacation Rentals 204 56th St. #1, Holmes Beach, FL 34217 What You'll Lov ...
From $270 per night (USD)
Expedia
Click For Pricing
VRBO
Stay & Serve – Cedars East Tennis Resort #511 on Longboat Key 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 ...
Click For Pricing
VRBO
From $443 per night (USD)
Expedia
Beachfront Family Escape–2BR with Direct Ocean View Silver Sands # 259 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers Silver Sands Gulf Beach Resort. Located beachfront on beautiful Longboat Key, this resort offers all the amen ...
From $443 per night (USD)
Expedia
From $892 per night (USD)
VRBO
Upscale waterfront home, private pool, beautiful views!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The heart of Anna Maria Island is captured in Paradise on Pine! Highlights • Waterfront home with a private dock accomm ...
From $892 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Unprecedented Golf! Penthouse Condo Lakewood National Golf & CC. Lakewood Ranch
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unprecedented golf on 2 PGA 18 hole golf courses (Piper and Commander), gorgeous driving range, chipping range, and 2 pr ...
From $421 per night (USD)
Expedia
From $516 per night (USD)
VRBO
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
AMI Beach + Bay Home with Fishing Pier + Pool on Sarasota Bay - "Dock of the Bay" / Entire garden-level first floor of ...
From $516 per night (USD)
VRBO
From $598 per night (USD)
Expedia
Beach+Dock+Pool+2 SUPs+2 Kayaks+Fishing+Water Views,Duplex,140 steps to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
AMI Beach + Bay Home with Fishing Pier + Pool on Sarasota Bay - "Dock of the Bay" / Entire top floor of duplex / "Over ...
From $598 per night (USD)
Expedia
From $301 per night (USD)
VRBO
1 Bedroom on Gulf w Private Balcony & Kitchen Silver Sands #253 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 $301 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Anna Maria Island!1 Block to the Beach. Private Home with Heated Pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the ultimate luxury of this beautiful private home just minutes from the white private sandy beaches of Anna ...
From $464 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Coquina Cottage A by Duncan Real Estate
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Coquina Cottage! Relax stress-free in this two-bedroom ground level duplex accommodation with water views, ac ...
From $320 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Immaculate 3-bedroom/3-bath 3000 sqft. home in luxurious Florida golf community
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located in the beautiful Rosedale Golf Community, The Nest's high ceilings, crown molding, chandeliers, tasteful artwork ...
From $271 per night (USD)
VRBO
From $344 per night (USD)
VRBO
Perfect Vacation Home with Private Pool! Close to the Beach! - Gulf Breeze
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Breeze by AMI Locals 306 65th St, Unit A, Holmes Beach, FL 34217 VRC21-000001 Welcome to Gulf Breeze, a charming ...
From $344 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Charming Island Pool Home! Walk to Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Breeze by AMI Locals 306 65th St, Unit B | Holmes Beach, Florida VRC21-000002 Welcome to Sea Breeze, a peaceful ...
From $349 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Tailfeather Home on Golf Course by RVA: Stylish 4BR w Pool & Close to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
RVA features this four-bedroom, three-bathroom home, located in East Bradenton. Tara Preserve offers a public golf cours ...
From $308 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Refreshed Gulf-View Condo for Every Season in Bradenton Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bridgeport Condo 209, your perfect year-round escape in Bradenton Beach. This beautifully refreshed two-bedro ...
From $249 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Cozy Home with Private Pool, Close to the Beach! Don't Miss Out!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Escape by AMI Locals 6506 Holmes Blvd, Holmes Beach, FL 34217 VRC21-000012 Welcome to Island Escape, a charmin ...
From $328 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Desirable North-End Gem on Canal with Dock, Heated Pool. Clean and Spacious.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to paradise! Pelican Perch is a spacious, three-bedroom, two-bath house, located on a canal and a quiet cul-de- ...
From $419 per night (USD)
Expedia
Click For Pricing
VRBO
Via Roma Beach Resort - 1 Bedroom
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 Pricing
VRBO
From $346 per night (USD)
Expedia
Relax at Lazy Manatee - Private Pool Oasis, Minutes to Beaches, Modern Amenities, Pet-Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
SLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 6 Master bedroom – One King bed and en-suite bathroom and wall-mounted ...
From $346 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Gulf Beach Apartment - with Pool & Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Pristine,spacious1 bedroom apartment sleeps 4, only steps to the beautiful white sandy beach of Anna Marie Island. Fresh ...
From $221 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Stunning Bay Views! Come visit Paradise today! Call today for availability!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Wake up to the view of paradise in this vividly colored, 2 bedroom/ 2 bathroom, first floor condo located directly water ...
From $278 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Top Deck Sunsets & Island Breezes - Beach Club at Anna Maria Island #3 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 $313 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Beach Escape – Silver Sands Gulf Resort #246, Private Patio & Pool 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 $307 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Secluded Gulfside 2BR Condo w Enclosed Patio, Sunset Views & Pool by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on the pristine Longboat Key beach ...
From $215 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Newly renovated Cozy Beach Cottage B 1/2 of a duplex, 3min walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our newly remodeled 2beds/1bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Anna ...
From $235 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Newly renovated Cozy Beach Cottage A1/2 of a duplex, 3min walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our newly remodeled 2beds/1bath 1/2 of the duplex, UNIT A - just short walk (3-5min)to the white sandy beach ...
From $266 per night (USD)
VRBO
From $631 per night (USD)
Expedia
Completely gutted and newly renovated in 2021. Condo & POOL IS ON THE BEACH.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The master bedroom has King bed with a 42 inch Flat Screen TV with suite on bathroom with 2 sinks and large walk in clos ...
From $631 per night (USD)
Expedia
From $756 per night (USD)
VRBO
White Pearl-Premier AMI Home with Amazing Sunset Views and Great Reviews
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to White Pearl. This brand new elevated custom home (2019) on Anna Maria Island located within AMI city limits ...
From $756 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Luxury condo and pet friendly up to 65 lbs.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
From resort-style amenities to beautiful beaches, you will have everything you need for an unforgettable getaway vacatio ...
From $242 per night (USD)
Expedia
Click For Pricing
VRBO
Steps away from the white sandy beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautiful 2 bedroom, 1 bath in a small building of just 24 units. Enjoy cooking your meals either in a full kitchen or w ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Steps away from a white sandy beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful 1 bedroom, 1 bath in a small building of just 24 units. Enjoy cooking your meals in a full kitchen or with inc ...
Click For Pricing
Expedia
From $272 per night (USD)
VRBO
Sunshine Oasis with heated Saltwater pool
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 $272 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Dog friendly cottage - One block to the Bay!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Slo M'Ocean by Anna Maria Island Locals Home in Anna Maria, FL 1 easy block to the Bay Highlights: - Recently refresh ...
From $321 per night (USD)
Expedia
From $551 per night (USD)
VRBO
Golf Cart, Island Haven by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL RESERVATIONS STAYING DURING 2025! All Drivers must be over the age of 21. Drivers mus ...
From $551 per night (USD)
VRBO
From $220 per night (USD)
Expedia
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Villa Bella! Enjoy a fully renovated and furnished executive lakefront condo, featuring a custom air cond ...
From $220 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Tropical Retreat Near AMI & IMG | Outdoor Kitchen
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
At 200 Palms (200stays), prepare to relax as you enter the front door and keep the fun going in the tropical backyard! ...
From $449 per night (USD)
VRBO
From $855 per night (USD)
Expedia
Mangroves and Magnolias- Tropical island pool home on North end.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Vacation in luxury at the most desirable location on the north end of Anna Maria Island. The perfect home to unite and u ...
From $855 per night (USD)
Expedia
From $651 per night (USD)
VRBO
Beach Bliss: Perfect location, pool, views, steps to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beach Bliss offers something special for everyone in the family! Come enjoy this beautiful 3 bedroom 2 bath home just st ...
From $651 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Island Oasis: Ground level canal front pool home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***Photos Updated July 2025*** Looking to escape to a beautiful tropical oasis? This is the place for you! Refreshed wit ...
From $485 per night (USD)
Expedia
From $490 per night (USD)
VRBO
Sharks Eye- Original island cottage on historic Pine Ave.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy and quaint and perfectly nestled in the hustle and bustle of Anna Maria’s Pine Avenue, you’ll fall in love with Sha ...
From $490 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Elegant Dog-Friendly House with Private Pool - Snowbirds Welcome
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Vacation Station Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $307 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sunrise Garden #1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $268 per night (USD)
VRBO
From $420 per night (USD)
Expedia
4 bed, 3 bath luxury home near Anna Maria Island, private pool, pet friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
You will love the luxury and tropical feel that Endless Summer brings(formerly "Sea Worthy Vibes"), located in the sough ...
From $420 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Perfect Family Vacation home just off the beach! Private Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Island Hideaway by AMI Locals Home in Holmes Beach, FL Features: • Private heated pool • Ground-level home, very access ...
From $219 per night (USD)
VRBO
From $206 per night (USD)
Expedia
8304-102 Gorgeous golf and lake view coach home next to pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Coast Florida Properties would like to introduce the latest addition to our portfolio of vacation homes. Address: ...
From $206 per night (USD)
Expedia
From $186 per night (USD)
VRBO
SunnyMar Bliss at LBK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Isolate in comfort at the tranquil Whitney Beach Bayside two-story resort with a heated saltwater pool, private beach ac ...
From $186 per night (USD)
VRBO
From $732 per night (USD)
Expedia
Villa Marianne: AMI North End, Steps to Beach, West of Gulf, Pool by Anna Maria Life
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Villa Marianne by Anna Maria Life Vacation Rentals 111 Maple Ave, Anna Maria, FL 34216 What You'll Love About This Home ...
From $732 per night (USD)
Expedia
From $770 per night (USD)
VRBO
Discounted April 26th thru May 17th stays 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 $770 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Lakeside Home - Snowbird-Friendly, Pool, Internet, AC, Washer/Dryer, Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bella Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $295 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Sun Plaza West Unit 204, gulf front complex on AMI
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*Important Update, Pool will be closed from July to Mid- September 2025* Come experience Unit 204 at Sun Plaza Wes ...
From $423 per night (USD)
VRBO
From $205 per night (USD)
VRBO
A+ Lakewood National, Golf Paradise! Golf & Lake Views. 2nd Floor, 3 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 3 bedroom, 2 bath second floor condo home with gorgeous lake and golf view in exclusive gated resort golf comm ...
From $205 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Bayside Cutie at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #2, Anna Maria, Fl VR18-000088 Welcome to Baysid ...
From $409 per night (USD)
VRBO
From $707 per night (USD)
Expedia
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Blissful Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #4, Anna Maria, FL 34216 VR18-000088 Welcome to Bli ...
From $707 per night (USD)
Expedia
From $521 per night (USD)
VRBO
Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Barefoot by the Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #3, Anna Maria, FL VR18-000088 Welcome to ...
From $521 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Nicky D's Island Escape a short ride to Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
What a great escape! This 2 bedroom 2 bath town-home is fully furnished ready for your get away. Both bedrooms are locat ...
From $205 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Pickleball | Heated Pool | Game Room | 4 Min to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Summary: LOCATION: ☀ 4 minutes to Bradenton Beach ☀ 9 minutes to IMG Academy ☀ 10 minutes to Manatee Public Beach ☀ 13 m ...
From $404 per night (USD)
VRBO
From $696 per night (USD)
Expedia
Charming North-End Retreat with Pool, Spa and Private Suite
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Blue Pearl by AMI Locals 411 Spring Ave, Anna Maria, Florida VR19-000007 Welcome to Blue Pearl, a luxurious four ...
From $696 per night (USD)
Expedia
From $492 per night (USD)
VRBO
AMI Boathouse:Dog Friendly Canal Front Pool Home North End of AMI by Anna Maria Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
AMI Boathouse by Anna Maria Life Vacation Rentals 520 Loquat, Anna Maria, FL 34216 What You'll Love About This Home: Lo ...
From $492 per night (USD)
VRBO
From $904 per night (USD)
Expedia
Gulf Front Vacation Rental- Anna Maria Island, Florida
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our Gulf Front vacation home is located on Anna Maria's North Shore Drive with Magnificent Panoramic views of the Gulf o ...
From $904 per night (USD)
Expedia
From $746 per night (USD)
VRBO
Waterfront on Anna Maria Sound ~ Beaches just minutes away!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
LUXURIOUS, 3-BEDROOM CONDO AT ONE PARTICULAR HARBOUR LOCATED ON THE ANNA MARIA ISLAND SOUND OFFERS AWARD WINNING WATERF ...
From $746 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Recently Renovated Luxury Ground Floor Island Home Close to Beach!o Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Limbo Cottage - the west side of 'Gumbo Limbo' duplex. Located just 7 houses from the Gulf beaches of Anna Ma ...
From $381 per night (USD)
Expedia
From $333 per night (USD)
VRBO
A DREAM - amazing 3bd OCEANVIEW townhome with heated pool and hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful townhouse with beach and ocean view from all balconies on Anna-Maria-Island, Florida. Just a few steps to the ...
From $333 per night (USD)
VRBO
From $530 per night (USD)
Expedia
GORGEOUS BEACH VIEWS, 3 BEDROOM POOL HOME ON ANNA MARIA ISLAND
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Upstairs Unit of "Sans Souci".... Exceptional views of the beach AND the bay from this spectacular, newer property. Enjo ...
From $530 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Gulf Resort, Ground Floor Ease - Silver Sands Gulf Beach Resort #243 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 $352 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Steps to Beach, No Stairs - Silver Sands 2 Bedroom Condo #243S 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 $389 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Unwind by the Waves – Beach Castle Resort #5 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 $355 per night (USD)
VRBO
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Expedia
Beach Retreat with Private Pool, 5 min to beach, Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
650 feet from Palma Sola Bay, the sights and sounds of Palma Sola Bay are just outside your door with this fabulous 2 be ...
Click For Pricing
Expedia
From $1148 per night (USD)
VRBO
Luxury Coastal Estate with Rooftop Deck, Pool and Gulf Views
Bedrooms:
7
Bathrooms:
7
Sleeps:
16
Aqua Paradise by AMI Locals 104 5th St S, Bradenton Beach, FL 34217 TPL21-000085 Welcome to Aqua Paradise, a stunnin ...
From $1148 per night (USD)
VRBO
From $240 per night (USD)
VRBO
'Uncle Louie's' Gulf Coast Gem w/ Outdoor Oasis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
- Pet Friendly - Private Pool & Lanai - Step-Free Access Nestled minutes from Bradenton Beach and popular attractions, ...
From $240 per night (USD)
VRBO
From $502 per night (USD)
VRBO
Beach Castle Bliss – Gulf Views & Relaxation #2 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Between the azure blue of the Southwest Florida skies, and the turquoise Gulf of Mexico waters sits Beach Castle Resort ...
From $502 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Gulf Breeze Getaway – Beach Castle Resort #12 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 $326 per night (USD)
Expedia
From $272 per night (USD)
VRBO
The Coolest Place in Paradise on AMI, high speed WI-FI, Smart TV in every room
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A "no smoking" Unit #130 located on 1801 Gulf Dr, Bradenton Beach, is suitable for young, seniors and in between (sleeps ...
From $272 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Resort Pool + Beach Access Silver Sands Gulf Beach Resort #241S 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 $345 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Coastal Comfort – Walk to Beach | Beach Castle #26 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $298 per night (USD)
VRBO
From $813 per night (USD)
Expedia
Bayfront Bliss! Pool, BBQ and Dolphin Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bay Vista at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #5, Anna Maria, FL 34216 VR18-000088 Welcome to Ba ...
From $813 per night (USD)
Expedia
From $579 per night (USD)
VRBO
Resort-Style Pool Steps from the Bay and Pine Ave!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Bay Breezes at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #1, Anna Maria, FL VR18-000088 Welcome to Bay Bree ...
From $579 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Anna Maria Island! All New Remodeled Private Heated Pool + Walk to the Beach! 🌞
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
"Calypso" is a Newly remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall, ...
From $412 per night (USD)
Expedia
From $373 per night (USD)
VRBO
Cozy Beach House w/ Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fantastic location, this cozy beach house fully remodeled with private (heated) pool located in a quiet desirable Villag ...
From $373 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Palms Beach West - Holmes Beach Vacation Villa - 3 Bedroom with Private Pool - B
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make memories that last a lifetime when you stay at gorgeous Anna Maria Island vacation rental home “Palms Beach West”. ...
From $399 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Near IMG - Shorewalk Unit 202 by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Whether you are looking for a family-friendly vacation, winter getaway, IMG Academy visit, romantic retreat or you just ...
From $216 per night (USD)
VRBO
From $596 per night (USD)
Expedia
BGs Bungalow - by Island Real Estate Vacations
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
BG’s Bungalow is your perfect island getaway! Spectacular proximity to the amazing beaches of Bean Point, meticulously d ...
From $596 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Modern Waterfront Condo! Pools~Lanai~Free WiFi. By IMG~Beaches~AMI~Restaurants.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Are you looking for a relaxing retreat with all the comforts of home—and then some? Our beautifully renovated 1st floor, ...
From $190 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Seaside Escape – Beach Castle Condo #24 with Bay View by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $257 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Beautiful Condo! Heated Pools~Free WiFi. By IMG Academy~Beaches~AMI~Restaurants.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Are you looking for a relaxing retreat with all the comforts of home—and then some? Our beautifully renovated 2nd floor, ...
From $202 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Perfect 1BR Beach Oasis at Silver Sands #258 Resort - Longboat Key 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 $350 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Your Family Beach Escape: 2 BR Silver Sands 253S - Lasting Memories 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 $376 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Poolside Peace, Steps to Gulf & Private Patio Silver Sands Resort #242 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 $355 per night (USD)
Expedia

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