
Holiday rentals with breakfast near Anna Maria Island
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast near Anna Maria Island
Guests agree: these stays are highly rated for location, cleanliness and more.

St.Pete; 5 Star Service! Tons of amenities!
Furnished 1 bedroom apt,2nd floor, w/ private entrance. 3 blocks off of I -275, 20 minutes away from TPA. 20 blocks from downtown St.Pete (2 miles)which offers museums, The Pier, a Saturday morning farmers market, restaurants, and a fun night life! 21 blocks away from Tropicana Field! I hope to provide a peaceful, restful stay. Guests have access to owners Tiki Bar, grill, gazebo and patio area in a fenced in private backyard.Apt is disinfected and thoroughly cleaned between guests. Welcome!

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool
Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Luxury 3-Bedroom Tiny House-Sleeps Six People!
Have you ever wanted to try out a Tiny house? Want to stay in Tampa? This is the listing for you. This is a THREE BEDROOM tiny house! It has a queen sized bed, and two king-sized beds, (or they can split into four twin sized beds!) Our kitchen has all the amenities of a regular kitchen! The bathroom has Laundry, and shower with Endless Hot Water! Outside you’ll find a Grill and outside seating! We are 15 minutes from the airport! We’re sure you’ll enjoy our beautiful 35 foot not-so-tiny home!

Spacious Suite Centrally Located Guest Favorite
You will fall in LOVE with area being so close to everything. Bright, open-concept design Suite with a complete kitchen, full bath, A/C, WiFi (100mbps), you have a private entrance and all amenities of home. New queen size bed. You are 15 min from St Pete Beach and 10 min to downtown St Pete. You have off street parking. Very safe and quiet location. Easy check in via lock box. You have beautiful gardens surrounding the property and Amazing deck. We have plenty of secret spots to recommend.

Barefoot Parrot /Walk DT & Waterfront/Private Yard
Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches, Honeymoon Island & Clearwater Beach. Experience the charm of the Barefoot Parrot House, a private pet friendly house with designer decor and abundant outdoor space. Walk, bike, or cart to stunning sunsets, shops, dining, breweries, and Pinellas Trail. Great for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself today to this Dunedin favorite!

Apollo Beach is your getaway destination!
Receive a $25 gift card when you book this Tampa luxury private retreat. Just minutes from Apollo Beach Nature Reserve, Manatee Viewing Center, Downtown, Riverwalk, Busch Gardens, Florida Aquarium, & more! The perfect spot for family & friends, to relax or if you just want to enjoy a great chartered fishing trip sightseeing shopping and let's not forget our beautiful beaches Apollo Beach is just minutes from the interstates for quick easy access for whichever direction you want to travel

SIP & RELAX SPECTACULAR SUNSETS CLOSE TO SIESTA
Walk the No 1 beach in America, watch dolphins, wake up to sunny blue skies and the breeze from the bay. Watch spectacular sunsets daily whilst sipping your cocktail. Host your destination wedding - additional arrangements & cost. Located on the inter coastal waterway, a peaceful cul da sac & neighborhood close to Siesta Key. Gaze at the water & garden, spot the dolphins & birdlife. Close proximity to fabulous restaurants, boat/kayak rentals, Siesta Key, Downtown, & St Armands Circle.

Cozy up in a French Country nest NEAR EVERYTHING
Very private, romantic and Stylish Apt w/free WiFi & Parking in a very walk/run/bike/golf carting friendly area. PERFECT LOCATION in the heart of everything! 10 mins away from Clearwater Beach, HONEYMOON & CALADESI ISLANDS, 10 mins walk from Downtown Dunedin with its Unique Restaurants, Boutiques & Breweries & 7mins to Blue Jay Stadium. Pinellas Trail is across the street from the apt and only 2 blocks down from the waterside! It's a perfect central place to cozy up away from home!

The Guest House at Riverbend Retreat Fla.
True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

Spacious Backyard! Pool, Golf, Fire Pit
Welcome to The Saint Airbnb — your private Tampa resort getaway! 🌴☀️ This stylish and colorful 4BR, 2BA retreat brings together everything you love about Florida living — sunshine, palm trees, and poolside fun — all just minutes from Tampa Bay attractions! Whether you’re here for a game day, a weekend escape, or a family vacation, The Saint is where good vibes and great memories meet! Follow us on IG: @TheSaintAirbnb for local tips and Tampa fun! 💕

Seminole Heights Riverside Paradise w/Pool
Wake up on a quiet bend of the Hillsborough River, where glassy water, towering live oaks, and golden sunsets create a setting that feels both calm and connected. Isla de Dij offers a thoughtfully designed riverfront stay just minutes from downtown Tampa—ideal for work trips, weekend escapes, or anything in between. For those looking to elevate their stay, optional experiences like kayaking, paddleboarding, and sunset cruises are available on the water.

Gulf Coast Paradise
Located at the North End of Anna Maria Island 3 blocks from the beach and 1 block from the bay. Brand new heated swimming pool. Three bedrooms, 2 baths with open living & dining floor plan. A large screened porch for ping pong and dining. Perfect for entertaining your friends and family. House is equipped with beach chairs, beach towels, boogie boards and toys for your day at the beach. Children supplies available upon request. Pak n Play, crib etc.
Popular amenities for rentals with breakfast near Anna Maria Island
House rentals with breakfast

La Casa del Mar, Clearwater

Perfect Location! Steps to Beach~Heated Pool!

Palm Oasis—Pool/SPA/Ask about New August discount!

Modern & Spacious 4 Bedrooms, POOL, 5 MIN TO BEACH

Blue Tide Bungalow

4-Min Walk to Beach | King Suite | Kid-Friendly

[Top Pick] Epic Family Getaway Games Room | Hot Tu

Hot Tub Oasis - Sleeps 16 - Near Beach & Downtown
Apartment rentals with breakfast

Dog lovers ONLY! All-inclusive FREE doggie daycare

Cozy Bay Marina Cottage #1

Relax, beautiful beach condo steps from beach.

Havana #4 - 2br/1ba with Stunning Gulf Front Views

Stadium casita

Waterside Vacation Rentals Epic View

Private Studio Close to Airport

Surf's Up 1BR steps to Madeira Beach
Bed and breakfast rentals with breakfast

Rejuvenate Room on the Riverfront

Renew Room at Riverbend Retreat Fla.

Restore Room at Riverbend Retreat Fla.

1Brown Bunny BnB—Peaceful Private Room Palmetto FL

Jet City Espresso Pension B&B

COVID careful, 2/2 private suite: best loc.

Functional Health Retreat

Arts and Crafts Bungalow Charm
Other holiday rentals with breakfast

SeaScape

A Piece Of Sunshine to Enjoy!

Sleeps 6 • Heated XL Pool • 5 Min to Beach

4-bedroom Vacation home with heated pool family

Tropical Escape, Sarasota!

Heated Pool • Game Room • Putt Putt • Pet Friendly

Largo Getaway, Near Clearwater - 3.9mi from Beach!

Casa romántica con jacuzzi a10 minutos de la playa
Quick stats about holiday rentals with breakfast included near Anna Maria Island

Total holiday rentals
Explore 20 holiday rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island holiday rentals start at $317 SGD per night before taxes and fees

Verified guest reviews
Over 150 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Anna Maria Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Anna Maria Island rentals

4.9 Average rating
Anna Maria Island stays are highly rated by guests – averaging 4.9 out of 5!
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- Tampa Convention Center
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