Stays for 10+ guests in Anna Maria Island, FL
Stays for 10+ guests in Anna Maria Island, FL, from $89 a night. Book direct on each manager's site, no OTA fee.
Find stays in Anna Maria Island, FL
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Stays, best documented first
Poolside Paradise
House · 3 bed · 2 bath · sleeps 10
Bradenton, FL
From $473 a night
- internet / wifi
- air conditioning
- central heating
- linens provided
Exact location
Book direct on Anna Maria Island Vacation Homes
Historical home
House · 5 bed · 2 bath · sleeps 14
Bradenton, FL
From $400 a night
- fireplace
- air conditioning
- central heating
- linens provided
Exact location
Book direct on The Amazing Co-Host, Short Term Rentals
Both Houses
House · 6 bed · 4 bath · sleeps 17
Bradenton, FL
From $417 a night
- children welcome
- infants welcome
- smoking not allowed
- wheelchair inaccessible
Exact location
Book direct on Wisconsin & Bradenton Vacation Rentals
The Curated Palm
House · 2 bed · 4 bath · sleeps 10
Anna Maria, FL
From $640 a night
- bed linens
- clothing storage
- dryer
- elevator
City-level location
Book direct on Anna Maria Island Beach Rentals
Happy Ours
House · 2 bed · 3 bath · sleeps 12
Anna Maria, FL
From $762 a night
- bed linens
- cable/satellite tv
- clothing storage
- dryer
City-level location
Book direct on Anna Maria Island Beach Rentals
Just Beachy
Bungalow · 4 bed · 2 bath · sleeps 13
Bradenton
From $948 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Sea Gem
Bungalow · 4 bed · 3 bath · sleeps 10
Bradenton
From $1,173 a night
- lightning-fast wi-fi
- dedicated office space for remote work
- two spacious living rooms with smart tvs
- two laundry rooms (detergent provided)
Exact location
Book direct on BNB Breeze
Azalea Riverfront
Bungalow · 4 bed · 2 bath · sleeps 10
Bradenton
From $1,365 a night
- air conditioning
- body soap
- conditioner
- dryer
Exact location
Book direct on BNB Breeze
Luxury Villa Heated Pool, Putt-Putt & Bocce
House · 4 bed · 3 bath · sleeps 10
Bradenton, FL
From $300 a night
Exact location
Book direct on StayDream Vacations
Private Oasis w/ Heated Saltwater Pool & Hot Tub
House · 4 bed · 2 bath · sleeps 13
Bradenton, FL
From $700 a night
Exact location
Book direct on StayDream Vacations
Sarasota Family Home | Private Pool & Hot Tub
House · 4 bed · 2 bath · sleeps 10
Sarasota, FL
From $750 a night
- free parking
- hair dryer
- baking sheet
- fire extinguisher
Exact location
Book direct on away from Home
Flip Flops Forever
House · 2 bed · 2 bath · sleeps 10
Holmes Beach, FL
From $1,065 a night
Exact location
Book direct on Anna Maria Vacation Rentals
Anchor Splash
House · 2 bed · 2 bath · sleeps 10
Anna Maria, FL
From $1,380 a night
Exact location
Book direct on Anna Maria Vacation Rentals
Summer Retreat
House · 3 bed · 2 bath · sleeps 12
Bradenton Beach, FL
From $1,704 a night
Exact location
Book direct on Anna Maria Vacation Rentals
Sunset Penthouse at Bradenton Beach Club
Apartment · 2 bed · 2 bath · sleeps 10
Bradenton Beach, FL
From $1,704 a night
Exact location
Book direct on Anna Maria Vacation Rentals
Bimini Cove
House · 2 bed · 2 bath · sleeps 12
Anna Maria, FL
From $1,740 a night
Exact location
Book direct on Anna Maria Vacation Rentals
1001 Longboat Club Road
House · 5 bed · 6 bath · sleeps 12
Longboat Key, FL
From $1,750 a night
- gated community
- private beach access with chairs and umb
- garage parking
City-level location
Book direct on Longboat Key Vacation Rentals
NEW!!! Luxury home, renovated, heated pool w cage, game room, near beaches, IMG
House · 3 bed · 2 bath · sleeps 10
Bradenton, FL
From $173 a night
- air conditioning
- barbecue grill
- bathtub or shower
- bedsheets provided
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Saltwater heated pool w/ massage chair + fire pit
House · 3 bed · 2 bath · sleeps 12
Bradenton, FL
From $253 a night
Exact location
Book direct on House Swap for Airbnb Hosts, No Nightly Rates
Heated Pool | King Beds | Game Room | Putt Putt
House · 5 bed · 3 bath · sleeps 15
Bradenton
From $350 a night
Exact location
Book direct on stayatdash.com
AMI_5002R Happy Place 2
House · 4 bed · 3.5 bath · sleeps 10
Holmes Beach, FL
From $439 a night
Exact location
Book direct on Florida Villas & Vacation Rentals
AMI_5000R Happy Place
House · 6 bed · 5.5 bath · sleeps 12
Holmes Beach, FL
From $499 a night
Exact location
Book direct on Florida Villas & Vacation Rentals
Beach Bliss
House · 5 bed · 4 bath · sleeps 10
Bradenton Beach
From $700 a night
Exact location
Book direct on Mega Vacation AMI
SolMaré - 5Br, pool, spa, game room, mini golf!
House · 5 bed · 4 bath · sleeps 14
Bradenton
From $720 a night
Exact location
Book direct on solmarebradenton.com
Cozy Gulf Coast Getaway
House · 3 bed · 2 bath · sleeps 10
Palmetto
From $225 a night
Exact location
Book direct on KZ Shoreline Stays
Waterfront Mansion » Events » Game House » Retreat
House · 10 bed · 5 bath · sleeps 25
Bradenton
From $1,450 a night
Exact location
Book direct on Best Family-Friendly Vacation Rentals in Florida & Costa Rica
Bay to Beach House
Beach house · 3 bath · sleeps 16
Bradenton Beach, FL
From $89 a night
- walk to gulf beaches
- high-speed wi-fi
- off-street parking
Exact location
Book direct on Bradenton Beach Vacation Rental
6 Bedrooms - Waterfront,pool, Dock, Great For Families. Big Yard, Lots Of Room.
6 bed · sleeps 16
Longboat Key
From $999 a night
- air conditioning
- dryer
- elevator
- family friendly
Exact location
Book direct on Niranar
Ila's Beach House: Near Img-heated Salt Pool- Pets Ok-modern Organic Smart Home
Beach house · sleeps 10
Longboat Key
From $263 a night
- air conditioning
- dryer
- family friendly
- fire extinguisher
Exact location
Book direct on Niranar
Charming 3-br Home Near Ami~ Heated Pool, Spa, Game Room, Putt-putt, Basketball
House · sleeps 10
Longboat Key
From $397 a night
- air conditioning
- dryer
- family friendly
- fire extinguisher
Exact location
Book direct on Niranar
Saltwater Smiles 3/2-heated Pool Home 5 Miles From Ami With Games And Ping Pong.
House · sleeps 10
Longboat Key
From $404 a night
- air conditioning
- dryer
- elevator
- family friendly
Exact location
Book direct on Niranar
Coastal Luxe Villa! Tranquil 3-story Retreat With Bay Views Near Anna Maria Isl
Villa · sleeps 10
Longboat Key
From $771 a night
- air conditioning
- dryer
- elevator
- family friendly
Exact location
Book direct on Niranar
Brand New Duplex W/ Shared Pool & Private Rooftop Deck, W/d, & Steps To The Gulf
sleeps 10
Longboat Key
From $614 a night
- air conditioning
- dryer
- elevator
- fire extinguisher
Exact location
Book direct on Niranar
Brand New Luxury Duplex W/ Private Pool, Roof Top Decking, W/ds, & Gulf Views
sleeps 20
Longboat Key
From $1,496 a night
- air conditioning
- dryer
- elevator
- fire extinguisher
Exact location
Book direct on Niranar
Castaway Cottage: Near IMG and Beaches
Cottage · sleeps 14
Bradenton, FL
From $177 a night
City-level location
Book direct on Savvy
Airbnb Marketing in Anna Maria Island
sleeps 26
Anna Maria Island, FL
From $650 a night
- 01 services 30
- 02 locations all
- 03 clients 24
- 04 resources 17
Location not published
Book direct on Airbnb Marketing Agency for Vacation Rentals
Coastal Haven Home
House · 5 bed · 3 bath · sleeps 18
Bradenton, FL
From $333 a night
City-level location
Book direct on Hawley Havens
A Wave From It All
House · 2 bed · 4 bath · sleeps 10
Bradenton, FL
No nightly rate published
- dryer
- game room
- hair dryer
- internet
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Agave Sun
House · 2 bed · 3 bath · sleeps 10
Bradenton, FL
No nightly rate published
- dryer
- hair dryer
- internet
- iron
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Aqua Luxe Escape
House · 2 bed · 5 bath · sleeps 11
Bradenton, FL
No nightly rate published
- dryer
- hair dryer
- internet
- iron
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Driftwood Dreams
House · 2 bed · 3 bath · sleeps 10
Bradenton, FL
No nightly rate published
- dryer
- game room
- hair dryer
- internet
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Lake O' Woods
House · 2 bed · 3 bath · sleeps 12
Bradenton, FL
No nightly rate published
- dryer
- game room
- hair dryer
- internet
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Mermaid Bay
House · 2 bed · 3 bath · sleeps 10
Bradenton, FL
No nightly rate published
- dryer
- hair dryer
- internet
- iron
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Mermaid Villa
Villa · 2 bed · 3 bath · sleeps 10
Bradenton, FL
No nightly rate published
- dryer
- hair dryer
- internet
- iron
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Montauks Point
House · 2 bed · 5 bath · sleeps 14
Bradenton, FL
No nightly rate published
- dryer
- game room
- hair dryer
- internet
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Pet-Friendly Oasis Near Anna Maria & IMG
House · 3 bed · 2 bath · sleeps 16
Bradenton, FL
No nightly rate published
- 24 checkin
- air conditioning
- air filter
- baking sheet
Exact location
Book direct on Vacation Rentals in Annapolis, Ocean City & Florida
Resort Saltwater Pool + Spa Near Anna Maria
House · 3 bed · 2 bath · sleeps 16
Palmetto, FL
No nightly rate published
- 24 checkin
- air conditioning
- baby high chair
- baking sheet
Exact location
Book direct on Vacation Rentals in Annapolis, Ocean City & Florida
Royal Palm Paradise
House · 2 bed · 3 bath · sleeps 10
Bradenton, FL
No nightly rate published
- dryer
- game room
- hair dryer
- internet
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Sandys Coral Retreat
House · 2 bed · 3 bath · sleeps 10
Bradenton, FL
No nightly rate published
- dryer
- game room
- hair dryer
- internet
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Seas The Day
House · 2 bed · 3 bath · sleeps 10
Bradenton, FL
No nightly rate published
- dryer
- hair dryer
- internet
- iron
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Tropical Tranquility
House · 2 bed · 4 bath · sleeps 12
Bradenton, FL
No nightly rate published
- dryer
- game room
- hair dryer
- internet
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Sports Court, Playground, Putt Putt, Spa, Pool
House · 4 bed · 3 bath · sleeps 12
Bradenton, FL
No nightly rate published
- sportscourt: basketball & pickleball
- heated private pool ($100/night)
- hot tub
- kids playgrounf
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Coastal Bradenton Villa w/ Heated Pool + Spa
Villa · 5 bed · 4 bath · sleeps 15
Bradenton, FL
No nightly rate published
- air conditioning
- hot tub
- communal pool
- kitchen
Exact location
Book direct on Coast to Coast Getaways
4 King Beds + Guest House • Heated Pool/Spa
House · 1 bed · 3 bath · sleeps 10
Spa Anna Maria, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- dryer in the unit
Exact location
Book direct on coastalreserveproperties.com
4 miles to LECOM mins to AMI Heated POOL Dog OK
House · 4 bed · 2.5 bath · sleeps 10
Galena, IL
No nightly rate published
- air conditioning
- dishes and silverware
- dryer
- hair dryer
Exact location
Book direct on the Blissful Stay! Bradenton, FL& Galena, IL
5BR | Heated Pool, Spa+Mini Golf, 10 Mins To Beach
Beach house · 5 bed · 3 bath · sleeps 12
Ami Bradenton, FL
No nightly rate published
- air conditioning
- cleaning products
- dishes and silverware
- hair dryer
Exact location
Book direct on 5BR
Bayside Luxury Sarasota Home
House · 5 bed · 4 bath · sleeps 14
FL
No nightly rate published
- air conditioning
- dishes and silverware
- dryer in the unit, free
- hair dryer
Exact location
Book direct on the Gulf Coast of Florida!
Blue Iguana
House · 2 bed · 3 bath · sleeps 10
Bradenton, FL
No nightly rate published
- dryer
- game room
- hair dryer
- internet
City-level location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Bradenton Bliss, Pool, Putt Putt, Arcade Games
House · 4 bed · 2 bath · sleeps 11
Bradenton, FL
No nightly rate published
- outdoor pool
- propane grill
- hot tub
- putting green
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
Bradenton Vacation Haven, Pool, Hot Tub, Arcade
House · 4 bed · 2 bath · sleeps 14
Bradenton, FL
No nightly rate published
- heated private pool ($100/night)
- hot tub
- firepit
- outdoor patio/dining + bbq grill
Exact location
Book direct on Luxury Vacation Rentals and Vacation Homes by Wander
These are the cheapest; there are more. Narrow by facet above, or ask an agent through https://otaless.com/mcp.
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How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-30 08:13 UTC. Prices and facts are whatever the manager published on their own site.