Holiday rentals with breakfast near Anna Maria Island

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.97 out of 5 average rating, 120 reviews

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

4.96 out of 5 average rating, 26 reviews

Blue Tide Bungalow

Relax & Play in Paradise – Family Retreat with Pool & Hot Tub and firepit in Bradenton, FL Welcome to your Bradenton getaway! Whether you’re here for the beaches, the ballfields, or simply a warm-weather escape, you’ll feel right at home the moment you arrive. This stylishly furnished 4-bedroom, 3-bath home comfortably sleeps 8–10 guests and offers everything you need for a relaxing and memorable stay. From coffee by the pool to sunset cocktails around the fire pit, no detail is overlooked.

4.92 out of 5 average rating, 324 reviews

A cozy living area features a patterned futon and a wooden coffee table. Bright artwork depicting flowers hangs on the wall, complemented by soft lighting from a nearby lamp. A view into the kitchenette reveals a modern setup with light-colored cabinetry.

Home in St. Petersburg

Tiny House Downtown St.Pete: Surprisingly Spacious

Tiny House is located only 3 blocks away from the Art District on Central Ave and John Hopkin's All Childrens. You will be impressed by how much space and storage Tiny House offers! The cozy decor invites you in to charming St. Petersburg with a warm sunshine filled hug. We have curated this Tiny Home for you all to enjoy St. Pete through local art and making this your home away from home. We hope you love our comfortable beds, various coffees, and our beautiful neighborhood. Adventure awaits!

5 out of 5 average rating, 14 reviews

A stunning sunset is captured over the ocean, with warm hues of orange and gold reflected on the water. Silhouetted palm fronds are visible in the foreground, and the roof of a nearby building is partially seen, adding depth to the coastal scene.

Home in Bradenton Beach

BeachHouse:Sleeps 13:Ocean View:Spa:Rooftop Deck

☀️ This 4bdrm/4bath house is perfect for large groups or entertaining. Sleeps 14!!! 3 King beds and 2 bunkbeds (3 Twin, 1 Full), Trundle, & Pullout Sofa. Each room has its own private marble tile bathroom. Go upstairs to the Pool table room with built in bar. Then to the 3rd story Rooftop deck for sunbathing and sunsets. Backyard includes a firepit, 12 person swimspa, putting green, outdoor shower, grill, bikes, & beach amenity shed! Mere steps to the beach itself. Spacious & newly renovated!

4.95 out of 5 average rating, 118 reviews

The exterior of a well-maintained single-family home features a two-car garage, manicured lawns, and palm trees. A gravel driveway leads to additional parking beside the house. A small garden area with shrubs and decorative stones enhances the curb appeal.

Home in Apollo Beach

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

4.96 out of 5 average rating, 27 reviews

Home in Clearwater

La Casa del Mar, Clearwater

Welcome to your perfect Florida getaway! This spacious 3-bed, 2-bath coastal retreat is located in sunny Clearwater, close to world-famous Clearwater Beach, restaurants, and local attractions. This home offers the ideal blend of comfort, style, and convenience. What You’ll Love: -Fully equipped kitchen with everything you need -Open-concept living area perfect for relaxing or streaming shows -Front and back yards for soaking up the Florida sun -Washer & dryer, fast Wi-Fi, central AC

4.86 out of 5 average rating, 397 reviews

A cozy interior space features a neutral color palette with a striped bedspread. A serving tray holds two white cups beside a small dish of candy. Natural light fills the room, highlighting a kitchenette in the background, complemented by white cabinetry and a subtle decor.

Cottage in Dunedin

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!

4.82 out of 5 average rating, 106 reviews

Condo in Sarasota

LJ's Cottage 2

STEPS TO THE SAND - Welcome to your tranquil oasis on Siesta Key at our first floor 2 bedroom, 2 bathroom beach bungalow style cottage unit with plenty of room for family and friends. Enjoy the Siesta Key sands and famous Point of Rocks beach access just steps away. Relax in our expansive living/dinning room while watching large 60in TV's, perfect after a long day at the beach. The properties amenities boast private balconies, tiki hut, pool, hot tub, grill, and parking.

4.86 out of 5 average rating, 1,019 reviews

A screened-in pool area features a clear turquoise pool bordered by a tile deck. Floating loungers rest on the water's surface. Simple poolside furniture is arranged for relaxation, with lush greenery and scenic views of the Hillsborough River visible through the screens.

Guesthouse in Tampa

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.

5 out of 5 average rating, 10 reviews

Home in Holmes Beach

Peacock Way by Duncan Real Estate

Welcome to Peacock Way!This lovely 1 bedroom duplex side is tucked away on quiet Peacock Lane for a fantastic island getaway with a private pool. The ground level cottage style rental offers a spacious living area with fully equipped kitchen and bistro breakfast area. The property sleeps a total of 4 featuring the king bedroom and the living room sofa that can convert into a full size sleeper. Enjoy all new furnishings after the recent complete remodel!

4.92 out of 5 average rating, 63 reviews

A well-maintained outdoor area features a heated swimming pool surrounded by lush green grass. Lounge chairs with blue cushions are arranged around the pool, alongside wooden tables. Tropical plants provide natural privacy at the edge of the space.

Home in Anna Maria

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.

4.97 out of 5 average rating, 38 reviews

Home in Holmes Beach

Perfect Location! Steps to Beach~Heated Pool!

Experience coastal luxury at Villa #2 Shrimp 🌴✨, a stylish studio just a 2-minute walk to Manatee Beach 🌊. Enjoy a king bed 👑, spa-like bath 🚿, kitchenette 🍽️, and a private tropical patio 🌿. Relax by the shared resort-style pool 💦, grill out 🍔, or explore nearby shops and dining 🚎🛍️. Dog friendly 🐾 with approval and includes 1 parking space 🚗—your perfect Anna Maria Island escape awaits!

Popular amenities for breakfast rentals near Anna Maria Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with breakfast

4.95 out of 5 average rating, 83 reviews

Home in Seminole

[TOP#1] Heated Pool/Spa Luxury Getaway Beach Fun!

5 out of 5 average rating, 18 reviews

A spacious outdoor patio features a dining table and multiple lounge chairs arranged around a heated saltwater pool. Lush green grass surrounds the patio, while a large tree provides shade. Elegant pavers create a stylish surface, enhancing the outdoor relaxation area.

Home in Seminole

Sleeps 6 • Heated XL Pool • 5 Min to Beaches

4.87 out of 5 average rating, 127 reviews

An outdoor space features a solar heated pool, surrounded by patio furniture and a large umbrella. An outdoor bar with seating is visible, alongside a wooden dining table. The vibrant blue exterior of the home adds color to the setting.

Home in Seminole

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

4.98 out of 5 average rating, 41 reviews

[Top Pick] Epic Family Getaway Games Room | HotTub

4.96 out of 5 average rating, 45 reviews

Home in Largo

Heated Pool Retreat with King Bed, BBQ & Fire Pit!

4.87 out of 5 average rating, 30 reviews

Home in Ellenton

Trophy Fish at the Oasis

5 out of 5 average rating, 14 reviews

Home in Largo

Sunny home 8 min to beach w/ pool and BBQ. Pets OK

5 out of 5 average rating, 23 reviews

5BR, HtdPool, Pickleball, FootPool, 8 min to Beach

Apartment rentals with breakfast

A vibrant studio space features a queen bed covered with a colorful quilt, surrounded by a variety of patterned rugs and an eclectic decorative style. A mural depicting a tree stands prominently on one wall, complemented by artistic lamps and furniture that enhance the lively atmosphere.

Apartment in St. Petersburg

4.93 out of 5 average rating, 997 reviews

Dog lovers ONLY! All-inclusive FREE doggie daycare

An inviting exterior entrance showcases a wooden deck leading to a brightly painted door. Lush tropical plants and landscaping surround the area, creating a serene setting. The textured walls in the background feature fine geometric patterns, enhancing the atmosphere.

Apartment in St. Petersburg

4.8 out of 5 average rating, 86 reviews

Cozy Bay Marina Cottage #1

Apartment in Indian Shores

Relax, beautiful beach condo steps from beach.

A small dining table is set for two, featuring two plates with a blue design and beige napkins tied with turquoise bands. Salt and pepper shakers are positioned at the center, accompanied by a small green plant in a white ceramic pot, enhancing the table's arrangement.

Apartment in Tampa

5 out of 5 average rating, 25 reviews

Stadium casita

4.83 out of 5 average rating, 700 reviews

A shaded outdoor area features a vibrant red floor, bordered by potted plants. A white door leads to the interior, while a small round table and two chairs offer seating under the canopy. Decorative elements, such as a wall-mounted planter, add charm to the space.

Apartment in Tampa

Private Studio Close to Airport

Apartment in St. Petersburg

An outdoor patio area is featured, showcasing a wooden deck with seating and a grill. Lush greenery surrounds the space, with palm trees and other plants adding to the natural ambiance. String lights above provide a welcoming touch for evening gatherings.

4.98 out of 5 average rating, 137 reviews

St.Pete; 5 Star Service! Tons of amenities!

A bright, two-story building with yellow exterior is surrounded by well-maintained greenery. The entrance is flanked by outdoor seating and palm trees, enhancing the inviting atmosphere. Parking spaces are visible in the vicinity, contributing to the convenient accessibility of the location.

Apartment in Madeira Beach

Surf's Up 1BR steps to Madeira Beach

4.82 out of 5 average rating, 33 reviews

A spacious bedroom is depicted, featuring a large bed adorned with floral bedding and coordinating pillows. Soft lighting is provided by two bedside lamps, while a ceiling fan ensures comfort. A decorative wall piece and a small plant add a touch of nature to the room.

Apartment in Bradenton

MyCataleya Beautiful Florida Condo (Bradenton)

Bed and breakfast rentals with breakfast

Private room in Palmetto

1Brown Bunny BnB—Peaceful Private Room Palmetto FL

4.91 out of 5 average rating, 269 reviews

Private room in Tampa

Jet City Espresso Pension B&B

4.96 out of 5 average rating, 311 reviews

Private room in Sarasota

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

Four bowls of vibrant green soup are arranged closely on a countertop. Each bowl is garnished with a slice of pear, fresh herbs, and a sprinkle of spices, showcasing a healthy and nourishing meal option.

Private room in St. Petersburg

Functional Health Retreat

Private room in St. Petersburg

A welcoming living area is highlighted by a brick fireplace and wooden flooring. Comfortable seating options include a dark sofa and two wooden chairs, complemented by a glass coffee table. Natural light enters through multiple windows, enhancing the cozy ambiance.

4.94 out of 5 average rating, 485 reviews

Arts and Crafts Bungalow Charm

Other holiday rentals with breakfast

A comfortable living area features a dark wood coffee table centered between two sofas adorned with decorative cushions. Natural light streams in through large windows, complemented by soft pink walls. A classic grandfather clock stands against one wall, adding a touch of timeless elegance.

4.96 out of 5 average rating, 28 reviews

A Piece Of Sunshine to Enjoy!

Superhost

Home in Largo

4.72 out of 5 average rating, 71 reviews

Heated Pool • Game Room • Putt Putt • Pet Friendly

Superhost

A serene view of Tampa Bay is captured, displaying calm waters reflecting the colors of the sunset. The horizon features a blend of soft blues and warm tones, while a shoreline with pebbles is visible in the foreground, bordered by gentle greenery.

Condo in St. Petersburg

4.83 out of 5 average rating, 12 reviews

Waterside Vacation Rentals Epic View 2 Bed 1.5Bath

4.94 out of 5 average rating, 33 reviews

A spacious backyard is surrounded by a white fence, featuring lush artificial turf and tropical landscaping. A mosaic stone table and benches provide outdoor seating options, while a hammock hangs nearby for relaxation. A variety of plants and trees create a serene atmosphere.

Home in St. Petersburg

Luxury Oasis w/ Pool, Turf Yard, & Privacy Fence

4.82 out of 5 average rating, 38 reviews

A screened lanai features a round glass table surrounded by four black chairs. Lush greenery is visible through the screens, providing a tranquil view of the outdoor area. Soft lighting fixtures hang from the ceiling, enhancing the inviting atmosphere.

Home in Sarasota

Beautiful Home in Gulf Gate 4 Miles to Siesta Key!

Guest suite in Clearwater

4.96 out of 5 average rating, 52 reviews

Romantic house with jacuzzi 10 minutes from the beach

5 out of 5 average rating, 36 reviews

A well-lit living and dining area features light blue seating and a glass coffee table. A large window allows natural light to fill the space. Decorative plants are placed around, and a vibrant area rug adds color to the wood flooring.

Townhouse in Tampa

Hyde Park - Spanishtown Creek Retreat w/ Hot Tub!