Stays for 12+ guests in Anna Maria Island, FL

• 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

• 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

• 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

• 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

• 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

• 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_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

• 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

• 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

• 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

• 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

• 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

• 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

• 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!

• 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

• Cortez Cabana

  House · 2 bed · 5 bath · sleeps 14

  Bradenton, FL

  No nightly rate published

  • dryer
  • hair dryer
  • internet
  • iron

  City-level location

  Book direct on Anchor Down Vacation Rentals on Anna Maria Island

• EXPERIENCE LUXURY AND RELAXATION

  House · 4 bed · 3 bath · sleeps 12

  Near Beach Bradenton, FL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • dryer in the unit, free

  Exact location

  Book direct on Heated Pool+Hot Tub+Theater+Pickleball+Near Beach

• Heated Pool | Game Room | Arcade | Sleeps14 | BBQ

  House · 4 bed · 2 bath · sleeps 14

  Unforgettable Days Bradenton, FL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • hair dryer

  Exact location

  Book direct on Heated Pool

• Hot Tub, Heated Pool, Fire Pit, Games, EV, FUN!

  House · 4 bed · 2.5 bath · sleeps 12

  Galena, IL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • dryer

  Exact location

  Book direct on the Blissful Stay! Bradenton, FL& Galena, IL

• Inside Pickleball Resort: rooms, beds and amenities

  House · 4 bed · 3 bath · sleeps 18

  Bradenton, FL

  No nightly rate published

  • heated private pool
  • hot tub
  • private pickleball court
  • game room

  Exact location

  Book direct on Seabreeze Signature Stays

• Inside Private Backyard Resort: rooms, beds and amenities

  House · 5 bed · 4 bath · sleeps 22

  Bradenton, FL

  No nightly rate published

  • heated private pool
  • hot tub
  • private pickleball court
  • game room

  Exact location

  Book direct on Seabreeze Signature Stays

• Inside Salty House: rooms, beds and amenities

  House · 4 bed · 3 bath · sleeps 24

  Bradenton, FL

  No nightly rate published

  • heated private pool
  • hot tub
  • private pickleball court
  • game room

  Exact location

  Book direct on Seabreeze Signature Stays

• Inside Sarasota Beach Bungalow: rooms, beds and amenities

  Bungalow · 4 bed · 2 bath · sleeps 14

  Bradenton, FL

  No nightly rate published

  • heated private pool
  • hot tub
  • private pickleball court
  • game room

  Exact location

  Book direct on Seabreeze Signature Stays

• Kokomo House, Pool, Hot Tub, Outdoor Games

  House · 4 bed · 2 bath · sleeps 12

  Bradenton, FL

  No nightly rate published

  • heated private pool ($100/night)
  • hot tub
  • firepit
  • yard games: bocce ball, corn hole

  Exact location

  Book direct on Luxury Vacation Rentals and Vacation Homes by Wander

• Manatee Haven, Pool, Games, Hot Tub, Firepit

  House · 4 bed · 2 bath · sleeps 12

  Bradenton, FL

  No nightly rate published

  • heated private pool ($100/night)
  • sportscourt: tennis & pickleball
  • hot tub
  • firepit

  Exact location

  Book direct on Luxury Vacation Rentals and Vacation Homes by Wander

• Palm Shell Villa - Pool - Pickleball - Hot Tub

  House · 4 bed · 3 bath · sleeps 13

  Bradenton, FL

  No nightly rate published

  • sportscourt: basketball & pickleball
  • heated private pool
  • outdoor patio/dining
  • bbq grill

  Exact location

  Book direct on Luxury Vacation Rentals and Vacation Homes by Wander

• Sport Court, Tiki Bar, Heated Pool

  House · 4 bed · 2 bath · sleeps 14

  Bradenton, FL

  No nightly rate published

  • heated pool with floaties & loungers
  • hot tub
  • fire pit
  • sports court

  Exact location

  Book direct on Luxury Vacation Rentals and Vacation Homes by Wander

• Sports Court, Putt Putt, Gym, Pool, Hot Tub

  House · 5 bed · 2 bath · sleeps 18

  Bradenton, FL

  No nightly rate published

  • sportscourt: basketball & pickleball
  • heated private pool ($100/night)
  • hot tub
  • firepit

  Exact location

  Book direct on Luxury Vacation Rentals and Vacation Homes by Wander

• Welcome to Sunburst Getaway!

  House · 4 bed · 2 bath · sleeps 13

  Bradenton, FL

  No nightly rate published

  • air conditioning
  • dishes and silverware
  • hair dryer
  • dedicated workspace

  Exact location

  Book direct on ·

• Your Private Slice of Paradise | Sleeps 14 | Close to Beach

  Villa · 6 bed · 4 bath · sleeps 14

  Bradenton, FL

  No nightly rate published

  • air conditioning
  • dishes and silverware
  • dryer
  • hair dryer

  Exact location

  Book direct on Experience Anna Maria Island’s Beauty at Your Dream Destination

• 2 Homes, 1 Private Pool | Near IMG & AMI

  House · 4 bed · 3 bath · sleeps 12

  Ami Bradenton, FL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • dryer in the unit, free

  Exact location

  Book direct on 2 Homes, 1 Private Pool

• 2-Minute Walk to Beach - Heated Pool - Hot Tub - Family

  House · 2.5 bath · sleeps 12

  Bradenton Beach

  No nightly rate published

  • air conditioning
  • central heating
  • linens provided
  • clothes dryer

  Exact location

  Book direct on TrustFirst Management

• Basketball Court Pool Movie Room

  House · 6 bed · 4 bath · sleeps 20

  Bradenton, FL

  No nightly rate published

  • private pool
  • basketball court
  • fire pit
  • outdoor bar

  Exact location

  Book direct on Luxury Vacation Rentals and Vacation Homes by Wander

• Blue Azure

  House · 2 bed · 2 bath · sleeps 14

  Bradenton Beach, FL

  No nightly rate published

  Exact location

  Book direct on Anna Maria Vacation Rentals

• Bradenton Beach Club - Poolside + Estate Bunkroom

  House · 6 bed · 4.5 bath · sleeps 14

  Bradenton, FL

  No nightly rate published

  • sportscourt: basketball & pickleball
  • heated private pool
  • hot tub
  • firepit

  Exact location

  Book direct on Luxury Vacation Rentals and Vacation Homes by Wander

• Canal front - Kayaks - Next to reserve and Anna Maria Island - Family

  House · 2 bath · sleeps 12

  Bradenton

  No nightly rate published

  • air conditioning
  • central heating
  • linens provided
  • clothes dryer

  Exact location

  Book direct on TrustFirst Management

• Family Getaway | Pool, Game- Room & Close to Bay

  Studio · 2 bath · sleeps 12

  Bradenton

  No nightly rate published

  • air conditioning
  • fireplace
  • linens provided
  • clothes dryer

  Exact location

  Book direct on TrustFirst Management

• Family | HotTub | Sauna | Pickleball | Game Room

  House · 5 bed · 2 bath · sleeps 16

  Beautiful Moments Bradenton, FL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • dryer in the unit, free

  Exact location

  Book direct on Beautiful Homes Designed for Beautiful Moments

• Fire pit - Arcade Games - Pets Allowed

  House · 2 bath · sleeps 12

  Bradenton

  No nightly rate published

  • air conditioning
  • central heating
  • linens provided
  • clothes dryer

  Exact location

  Book direct on TrustFirst Management

• Games, Basketball, Pool, Movie Room

  House · 5 bed · 4 bath · sleeps 20

  Bradenton, FL

  No nightly rate published

  • private pool
  • fire pit
  • private hot tub
  • outdoor bar + dining w/ tv

  Exact location

  Book direct on Luxury Vacation Rentals and Vacation Homes by Wander

• Heated Pool + Hot Tub • Family Retreat Near AMI

  House · 5 bed · 3 bath · sleeps 16

  Beautiful Moments Bradenton, FL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • dryer in the unit, free

  Exact location

  Book direct on Beautiful Homes Designed for Beautiful Moments

• Heated Pool - Pickleball - Mini Golf - Playhouse

  House · 3 bath · sleeps 12

  Bradenton

  No nightly rate published

  • air conditioning
  • central heating
  • linens provided
  • clothes dryer

  Exact location

  Book direct on TrustFirst Management

• Heated Pool Near Beaches Arcade Games Family

  House · 2 bath · sleeps 12

  Bradenton

  No nightly rate published

  • air conditioning
  • central heating
  • linens provided
  • clothes dryer

  Exact location

  Book direct on TrustFirst Management

• Htd Pool + GameRm | Sleeps 12 | 12 min Beach

  House · 4 bed · 2 bath · sleeps 12

  Beautiful Moments Sarasota, FL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • dryer in the unit, free

  Exact location

  Book direct on Beautiful Homes Designed for Beautiful Moments

• Htd Pool + Games | Sleeps 12 | Near Lido & Siesta

  House · 4 bed · 2 bath · sleeps 12

  Beautiful Moments Sarasota, FL

  No nightly rate published

  • air conditioning
  • dishes and silverware
  • dryer in the unit, free
  • dedicated workspace

  Exact location

  Book direct on Beautiful Homes Designed for Beautiful Moments

• Htd Pool | PingPong | Foosball | 12 min to Beach

  House · 4 bed · 3 bath · sleeps 12

  Beautiful Moments Sarasota, FL

  No nightly rate published

  • air conditioning
  • cleaning products
  • dishes and silverware
  • dryer in the unit, free

  Exact location

  Book direct on Beautiful Homes Designed for Beautiful Moments

These are the cheapest; there are more. Narrow by facet above, or ask an agent through https://otaless.com/mcp.

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.