Anna Maria Homes with Private Pool type

Anna Maria Homes with Private Pool type

Welcome to Anna Maria, Florida—a hidden gem nestled in Manatee County, where the sun-kissed beaches meet charming coastal living. Known for its laid-back vibe and stunning natural beauty, Anna Maria is a delightful barrier island that offers a unique blend of small-town charm and modern amenities. With its pristine white sand beaches, crystal-clear waters, and lush tropical landscapes, it’s no wonder that Anna Maria is a sought-after destination for both vacationers and those looking to call this paradise home.

One of the standout features of homes in Anna Maria is the availability of properties with private pools. Imagine stepping out of your beautifully appointed home and diving into your own serene oasis, surrounded by swaying palm trees and the gentle sounds of nature. These homes not only provide a luxurious escape but also offer the perfect setting for entertaining friends and family or simply unwinding after a day at the beach.

The real estate market in Anna Maria is diverse, with options ranging from charming beach cottages to expansive waterfront estates. Many of these homes with private pools come equipped with modern amenities and stunning outdoor spaces, ideal for soaking up the Florida sun. Whether you seek a cozy retreat or a lavish family abode, Anna Maria has something to suit every lifestyle.

In addition to its beautiful homes, Anna Maria boasts a vibrant community filled with local shops, delectable dining options, and an array of recreational activities. From kayaking in the bay to enjoying sunset strolls along the beach, life in Anna Maria is all about embracing the coastal lifestyle. Discover your dream home with a private pool in this enchanting island paradise today!

Newest Anna Maria Homes with Private Pool type

517 South Drive, Anna Maria
$3,500,000
5 Beds ⋅ 5 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code
EXCEPTIONAL WATERFRONT LIVING ON BEAUTIFUL ANNA MARIA ISLAND! Discover coastal luxury in this completely renovated waterfront residence offering 2,568 square feet of beautifully designed living space, featuring 5 spacious bedrooms, 4 full bathrooms, and 1 half bath. Thoughtfully updated throughout, this exceptional home blends modern elegance with the relaxed charm of island living. The inviting interior features a fireplace, an elevator for added convenience, and beautifully appointed living spaces ideal for both everyday comfort and entertaining. Step outside to your own private tropical oasis, complete with a sparkling pool, relaxing spa, and covered terraces perfect for enjoying gentle coastal breezes and Florida's year-round sunshine. Boating enthusiasts will appreciate the brand-new seawall and private boat lift, offering the ultimate waterfront lifestyle. Additional highlights include a durable metal roof and an impressive 4-car garage with ample room for vehicles, storage, and all your island essentials. Perfectly situated on Anna Maria Island, this extraordinary property places you just moments from charming boutiques, outstanding restaurants, and the island's world-famous white-sand beaches and breathtaking sunsets. Whether you're seeking a luxurious primary residence, an island retreat, or the perfect place to entertain family and friends, this beautifully remodeled waterfront home delivers the very best of Anna Maria Island living!

517 South Drive, Anna Maria
319 Tarpon Street, Anna Maria
$6,995,000
5 Beds ⋅ 6 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code
Experience a striking new expression of waterfront living at 319 Tarpon Street, a fully furnished coastal residence positioned on a quiet dead-end street in the heart of Anna Maria. Set along 75 feet of saltwater canal frontage, the home was thoughtfully designed to capture sweeping, long canal views while creating an effortless connection between its indoor and outdoor spaces. Offering 3,484 square feet of air-conditioned living space and more than 7,500 total square feet, this five-bedroom, five-and-a-half-bath residence pairs refined coastal design with the comfort and resilience of new construction. A private elevator serves each level, while the three-car garage provides generous room for vehicles, a golf cart and island essentials. The main living level is centered around a beautifully appointed chef’s kitchen with custom cabinetry, stone countertops, an expansive island and ample space for entertaining. The kitchen flows naturally into the dining and great room, where a gas fireplace and wide openings to the covered waterfront lanai create an inviting setting for gatherings. Three guest suites, a den or office, laundry room and additional thoughtfully designed spaces provide flexibility for family and guests. The upper level offers a private primary retreat with a spa-inspired bath, generous walk-in closet and covered balcony overlooking the water. An additional guest suite and an expansive approximately 830-square-foot open-air terrace create an exceptional setting for morning coffee, sunset cocktails or evenings under the stars. Outdoor living is equally impressive. The resort-style heated pool and spa are framed by generous covered entertaining areas, tropical landscaping and an outdoor shower, all positioned to take full advantage of the tranquil canal setting. Seventy-five feet of concrete seawall and saltwater canal access to Bimini Bay further enhance the waterfront lifestyle. Built to current coastal standards and offered fully turnkey furnished, 319 Tarpon is equally suited as a private island retreat, full-time residence or luxury vacation property with weekly rental flexibility. Beaches, Pine Avenue shops and restaurants, the City Pier and everything that makes Anna Maria special are only a short golf-cart or bicycle ride away. This is more than a new home—it is a thoughtfully designed waterfront experience where elevated construction, relaxed luxury and the best of island living come together.

319 Tarpon Street, Anna Maria
706 N Shore Drive, Anna Maria
$1,899,000
3 Beds ⋅ 2 Baths ⋅ Wells Terrace SubDv. ⋅ 34216 Zip Code
THE SWEET SPOT OF ANNA MARIA ISLAND Some locations simply capture everything there is to love about Anna Maria Island, and 706 North Shore Drive is one of them! Tucked into the coveted north end of the island, just around the corner from the beautiful Gulf beaches at Cypress Avenue and an easy stroll to the shops, restaurants and charm of Pine Avenue, this beautifully renovated coastal retreat puts the very best of island living right at your doorstep. Already a popular and consistently booked vacation rental, this furnished three-bedroom, two-bath home combines an exceptional location, inviting coastal style and the relaxed indoor-outdoor lifestyle that makes Anna Maria Island so special. Inside, wood-plank ceilings, crown molding, wood-look tile flooring and abundant natural light create a warm, welcoming atmosphere. The beautifully appointed kitchen features distinctive nautical lighting and a contrasting center island that naturally becomes a gathering place for family and friends. An adjoining dining area and comfortable living spaces make entertaining effortless. The primary suite features an ensuite bath with double vanities and a walk-in shower, while a spacious bonus room direct pool access offers wonderful flexibility for guests or additional living space. Outside, a private tropical paradise awaits. Lush landscaping and privacy fencing surround the heated pool and spa, with generous paver patios for outdoor dining, entertaining and relaxing in the Florida sunshine. An outdoor hot-and-cold shower is perfect after a day at the beach. The rear-entry garage, complete with built-in storage and laundry facilities, is an especially welcome feature for second-home owners looking for space to keep their island essentials. But it's the location that truly sets this home apart. With the Cypress Avenue beach access just around the corner and Pine Avenue nearby, mornings can begin with a walk along the Gulf, afternoons can unfold by your private pool, and evenings can end with one of Anna Maria Island's unforgettable sunsets. Whether you're searching for a personal island getaway, a full-time coastal residence or an established vacation rental with a strong history of bookings, 706 North Shore Drive offers a wonderful opportunity to enjoy Anna Maria Island at its best. The beach, the neighborhood, the island lifestyle. It's all right here.

706 N Shore Drive, Anna Maria
810 N Bay Boulevard, Anna Maria
$4,750,000
4 Beds ⋅ 4 Baths ⋅ Wells Sub SubDv. ⋅ 34216 Zip Code
Pre-Construction. To be built. Coastal luxury meets island living at 810 N Bay Blvd, a custom new construction residence on Anna Maria Island. This 4-bedroom, 4-bath home has 2,529 sq. ft. of conditioned living space and an impressive 2,936 sq. ft. of outdoor and deck living, including a rooftop and balconies. It’s designed to blend indoor and outdoor spaces as one. Inside, 7-inch wide-plank European White Oak floors run through the living areas, hallways and bedrooms. Commercial-grade, impact-resistant windows and multi-slide glass pocket doors fill the home with natural light and open it to the outdoors. Other finishes include 8-foot solid-core doors, oversized crown molding and tray ceilings in the great room and primary suite. The chef’s kitchen centers on an oversized quartz island with a waterfall edge and a full-height quartz slab backsplash. It has a professional-grade stainless appliance suite: a 48-inch built-in refrigerator, a 36-inch dual-fuel range with a custom hood, a microwave drawer and a wine/beverage center. Custom soft-close cabinetry with under-cabinet LED lighting and tall pantry pull-outs completes the space. The primary suite has a spa-inspired bath with dual floating vanities, a freestanding soaking tub, and a frameless glass walk-in shower with a rain head, handheld wand and linear drain. The secondary baths feature quartz vanities and designer-tiled walk-in showers. Outdoors, you can enjoy a custom heated concrete pool with a sunshelf, an integrated spa and a pebble-sheen finish. There’s also a paver pool deck, tongue-and-groove cypress lanai ceilings, and an outdoor kitchen with a marine-grade stainless grill and under-counter refrigeration. Features a matte black standing seam metal roof, multi-zone HVAC and an elevator. The finished 2+ car garage has epoxy flake flooring and an EV charging rough-in. It’s ideal as a primary residence, a second home or a high-end vacation rental.

810 N Bay Boulevard, Anna Maria
225 Chilson Avenue, Anna Maria
$2,495,000
3 Beds ⋅ 2 Baths ⋅ Bimini Bay Estates SubDv. ⋅ 34216 Zip Code
Build big. Live the dream. Welcome to Anna Maria! Oversized canal-front lots like this are rare: just a pinch shy of one-third of an acre, with a sweeping 93 feet of water frontage and direct boating access to Tampa Bay and the Gulf. Add a shared boat basin, and this is a boater’s paradise! The existing home is a teardown, and the property is being sold for land value. Bring your vision and create a show-stopping custom coastal estate or a high-performing investment in a coveted short-term rental zone. The possibilities are endless! Walk to sugar-sand Gulf beaches, then enjoy island boutiques, waterfront dining and the laid-back charm that makes Anna Maria Island legendary. Opportunities like this don’t last. Seize it!

225 Chilson Avenue, Anna Maria
783 Jacaranda Road, Anna Maria
$1,999,000
3 Beds ⋅ 2 Baths ⋅ Shore Acres SubDv. ⋅ 34216 Zip Code
Paradise awaits on the coveted North End of Anna Maria Island! This 3 bedroom/2 bath pool home welcomes you with cathedral ceilings and family room open to the updated kitchen and dining room. Extend your relaxation to the screened porch with new Trex decking, overlooking your private, fenced backyard pool and covered dining area. Your guests will relax in their first floor bedrooms, while you will enjoy your upstairs primary en suite with peeks of the gulf, and an attached open loft. You’ll also love the second floor screened porch with great Gulf breezes! Downstairs there’s ample storage for beach toys and you’re only a hop, skip & a jump to your toes in the sand. With short term rentals allowed, this great space is an ideal investment property in the city of Anna Maria!

783 Jacaranda Road, Anna Maria
607 S Bay Boulevard, Anna Maria
$2,150,000
4 Beds ⋅ 3 Baths ⋅ Wells Bay Harbor SubDv. ⋅ 34216 Zip Code
This 4 bedroom, 3 bathroom waterfront home on a canal with spectacular outdoor space with multiple decks and both bay and canal views! The home is situated at the north end of the island within an easy bike or golf cart ride to Anna Maria's Pine Avenue shops, the bayside beach, Anna Maria City Pier and gulf-side beaches! The pool is heated and the spa provides some extra warmth and relaxation at the end of a fun beach day! The home has a great backyard area with an outdoor shower and there is small private dock perfect for wetting a line or launching your kayak! The main floor is a gorgeous open concept living, dining, kitchen area. The huge kitchen island and breakfast bar has counter seating with stainless steel high-end appliances. You will be able to whip some fabulous meals at home or prep some libations for entertaining on one of the home's spacious covered balconies! There are two balconies on the first floor alone off both the front and back of the home with plenty of seating! The main floor has the master suite with closet, TV and en-suite full bathroom with tub/shower combination accessible from the living room as well. The top floor has 3 additional bedrooms. There are two additional covered decks off the front and back with bay and canal views respectively. The best of both worlds, this home has so much to offer!

607 S Bay Boulevard, Anna Maria
313 Magnolia Avenue, Anna Maria
$1,595,000
3 Beds ⋅ 2 Baths ⋅ Bimini Bay Colony Club Sub SubDv. ⋅ 34216 Zip Code
Welcome to Mangoes on Magnolia, a three-bedroom, two-bath vacation home with a private heated pool and hot tub, located less than a 10-minute walk from the white-sand beaches of Anna Maria Island. Nestled in a quiet neighborhood just two blocks from Pine Avenue’s shops and restaurants. This coastal retreat is perfect for families and friends. After sunny days on the beach, return to your lagoon-style heated pool and hot tub, the ultimate relaxation spot. Gather around the outdoor wood dining table by the pool to share meals in the fresh island air. With a bonus game room, Mangoes on Magnolia offers plenty of ways to keep everyone entertained. Step inside to a bright coastal living area ideal for relaxing after a day of island adventures. The fully equipped kitchen makes cooking simple, with two refrigerators, island seating, and all the essentials for preparing meals. Gather around the dining table for family dinners before heading to the bonus room for games and reading. The primary bedroom is a peaceful retreat, ample storage, and an ensuite bathroom with a step-in shower. The second bedroom also features a queen bed, while the third bedroom offers a full bed, making it perfect for kids or additional guests. The hallway bathroom includes a tub/shower combo and a spacious vanity. Guests love this home’s unbeatable location. Stroll to the boutiques and eateries on Pine Avenue, hop on the island trolley, or explore the natural beauty of Anna Maria Island by bike, kayak, or on foot. With spectacular sunsets just a short walk away, Mangoes on Magnolia makes it easy to enjoy the very best of island living.

313 Magnolia Avenue, Anna Maria
254 Gladiolus Street, Anna Maria
$1,845,000
3 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code
Located at the North End of Anna Maria Island 3 blocks from the beach and 1 block from the bay. Three bedrooms, 2 bathrooms with open living & dining floor plan that leads to a large screened porch for grilling, dinning and ping pong! Perfect for entertaining your friends and family. Freshly painted interior, natural light throughout, stainless steel appliances in the kitchen with a huge island. Downstairs has privacy landscaping, turf surrounding the heated pool and spa. Featuring an oversized 4-car garage with additional parking space available for a boat out front. Currently a vacation rental with a 1-7 day minimum. Schedule your private showing today.

254 Gladiolus Street, Anna Maria
515 Loquat Drive, Anna Maria
$4,995,000
4 Beds ⋅ 5 Baths ⋅ Lacios Sub SubDv. ⋅ 34216 Zip Code
Welcome to 515 Loquat Drive. This exceptional waterfront residence on Anna Maria Island offers a refined blend of coastal elegance, thoughtful design, and effortless island living. Set along a peaceful canal, this impressive 4-bedroom, 4.5-bathroom home features a private dock, elevator, rooftop deck, and beautiful bay views, with Pine Avenue, local dining, and the free island trolley just a short walk away. Currently operating as a successful vacation rental, this property offers an excellent opportunity for both personal enjoyment and investment. Inside, the bright, open layout is designed for both everyday comfort and entertaining. The spacious living area flows seamlessly into a gourmet kitchen with high-end appliances and a generous island, while a wet bar and dedicated office add convenience and versatility. Each of the four well-appointed bedrooms features its own ensuite bathroom, with three offering king beds and the fourth including two twin-over-full bunk beds. The primary suite provides a private retreat with a soaking tub and walk-in shower. Outdoor living is equally impressive, with a private heated pool, oversized spa, and multiple lounging and dining areas. Enjoy morning coffee by the water, gather around the pool, or take in spectacular sunsets from the rooftop deck. The private dock offers convenient waterfront access, while the home's elevated design and island location create an exceptional setting for enjoying the best of Anna Maria Island. With its desirable waterfront setting, generous living spaces, impressive indoor-outdoor amenities, and successful vacation rental history, 515 Loquat Drive presents a rare opportunity to own a beautifully appointed island home in one of Florida's most sought-after coastal destinations.

515 Loquat Drive, Anna Maria
242 Lakeview Drive, Anna Maria
$6,995,000
6 Beds ⋅ 7 Baths ⋅ Lake La Vista Sub SubDv. ⋅ 34216 Zip Code
Introducing The Ivy — The first chapter in a new collaboration. Born from the partnership of Emily Moss Designs and Moss Builders, The Ivy marks the debut of their shared vision on Anna Maria Island — a carefully crafted waterfront residence where refined design and thoughtful construction meet. As the inaugural home in what will become a growing collection, The Ivy sets the tone for the work to come: elevated, intentional, and deeply rooted in the island’s quiet luxury. Step through the front entry — sheltered beneath a soaring tongue-and-groove wood ceiling — into a great room where large-format stone flooring, disappearing glass sliders, and a sculptural wood ceiling detail set a calm, organic tone. The chef's kitchen anchors the main level with a monumental waterfall-edge stone island, custom dark wood cabinetry, and sculptural globe pendant lighting, flowing seamlessly into a dining room defined by a dramatic wood-beamed vaulted ceiling, a statement orb chandelier, and floor-to-ceiling glass that frames water views from every seat at the table. Directly off the kitchen you’ll find a huge walk in pantry. Six bedrooms offer their own quiet retreats — from a serene primary suite with an upholstered headboard and private glass sliders, to a playful bunk room with built-in cubby storage for kids. The six and a half bathrooms are spa-like in their own right, with freestanding vessel sinks, brass fixtures, and dramatic veined stone and designer tile work throughout. Outside, The Ivy truly comes alive. A resort-style pool is anchored by an elevated spa with a cascading water feature, framed by a turfed lawn, lounge chairs, and a covered wood-ceilinged loggia built for shaded entertaining. A dramatic timber trellis staircase first leads up to the outdoor kitchen, massive TV and hanging swings. As you continue to make your way up to the crown jewel: a expansive rooftop deck with built-in bench seating, a private hot tub to enjoy sunsets, lounge chairs and seating around a fire pit. Direct canal front access completes the picture, with a brand-new dock and boat lift ready for a day on the water — all just a short, palm-lined walk to the shops and restaurants of Pine Avenue.

242 Lakeview Drive, Anna Maria
259 Gladiolus Street, Anna Maria
$2,690,000
4 Beds ⋅ 3 Baths ⋅ Luana Isles SubDv. ⋅ 34216 Zip Code
Under Construction. Why buy before December 31, 2026? Review recently passed Florida Amendment 3 with your CPA/tax advisor for potential tax advantages! Welcome to this completely updated charming coastal home located at 259 Gladiolus St in the desirable City of Anna Maria. If you’re looking for a ground level waterfront, 4-bedrooms, 3-bathrooms, pool home on the north-end, that is close to the beach, Pine Ave shops and the bayside park, this is one to come see! The interior and exterior design offers endless charming coastal details that lean into island relaxed style. As you walk through the double glass front doors, you’ll be surprised by how much light shines into this home accentuating the high ceilings and open concept. The design selections are classic and calm, from neutrals to soft beachy blues. The home offers a split floor plan and two master ensuites plus an inside utility that takes the chore out of laundry. As you make your way to the back of the home the water views become the focal point. The home layout makes every day enjoyment of island living, including the pool and spa that has multiple water features to create relaxing sounds and set the stage for backyard fun. The waterfront setting is tranquil and a fabulous setting for dockside fishing, kayaks or even boating with two bridges to bay. The list of new items includes interior walls and open concept layout, electric, plumbing, flooring, kitchen, appliances, bathrooms, inside utility, metal roof, Therma Tru impact glass front door and PGT impact windows and sliding doors, heated pool/spa, tropical landscaping, and including low maintenance artificial turf. Whether you’re looking for your own island destination to call home or the ideal rental income property with flexible rental restrictions this is one to consider. Call today to schedule your private showing.

259 Gladiolus Street, Anna Maria
Start Your Search

How much is your home worth?

Get instant property value now!