Villa vacation rentals in Anna Maria Island

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Top-rated villa rentals in Anna Maria Island

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Guest favourite

Villa in Bradenton

4.83 out of 5 average rating, 136 reviews

Elegant private home 3Bdr/3bth

Charming California style contemporary, 3/3/2 private and secluded home at the end of cul-de-sac, with spacious 2 car parking. Direct access to the IMG Academy Golf Courses across the street. Enter the ground floor entry of this split level home and proceed up the stairs to the main living area. To the left is the living room/great room with volume ceilings, flagstone fireplace, track lighting and wood beam accents. Gaze out the sliding doors to the screen enclosed outdoor living area with built in bench seating. The deck overlooks the screen enclosed built in pool with stairway access to the pool. To the right is the dining room along with sliding doors to the front balcony. The newly renovated kitchen is perfect for entertaining with granite counters, wood cabinets, stainless steel appliances and built in desk. Off the kitchen is a small hall to a full bath and laundry area. The top floor contains the master suite with vaulted ceilings, wood beam accents and another balcony. Two additional bedrooms share a bath and both have vaulted ceilings and ceiling fans. Enjoy the privacy of this home, mature landscape, and wooded lot which is a great location for easy access to IMG Academy For the proximity to the beach, you have only a 7-8 minutes ride to get there. Extra fee between january and march for the heating of the pool : 250 usd/month

Apr. 12 – 19

$443 CAD per night

Guest favourite

Villa in Nokomis

4.92 out of 5 average rating, 142 reviews

NEXT 5 DAYS Sarasota Family BEACH Villa 2KING/2BTH

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

Jun. 22 – 29

$279 CAD per night

Guest favourite

Villa in Bradenton

5.0 out of 5 average rating, 13 reviews

Tranquil Tide Villa 1

Rest easy at this unique & tranquil retreat. With views of the Manatee River & steps from Mineral Springs Park & Riverwalk, you have quick access to fishing, beaches, dining, shopping, parks, & historical sites. This updated one bedroom w/ queen bed one bath villa has a full kitchen and stocked coffee/tea bar. There is a sleeper sofa in the living room as well. The back patio has a view of century old Live Oak Tree, waterfall, gardens, hammock & pool. Let your pup play in the fenced in dog area.

Oct. 9 – 16

$277 CAD per night

Guest favourite

Villa in Tampa

4.91 out of 5 average rating, 169 reviews

Busch Gardens, Moffitt, USF Charming Villa

Cozy 1 bedroom and 1 bathroom villa, completely renovated in Live Oaks Square. 3 minutes away from Busch Gardens, Adventure island, MOSI and USF. It is about 21 minutes from Tampa Airport. The back yard has been accommodated so you can enjoy every minute of your stay. -Tampa International Airport 15MI -Tampa Bay Buccaneers Stadium 8.0MI -Aquarium8.3MI -Busch Gardens1.6MI -Clearwater32MI -Adventure Island2.2MI -Epperson Lagoon23MI -James Haley Veterans2.9MI -USF3.2MI -Moffitt3.5MI -Publix4.1MI

Sep. 28 – Oct. 5

$235 CAD per night

Guest favourite

Villa in Holmes Beach

5.0 out of 5 average rating, 11 reviews

Waterfront in Paradise

Welcome to Seaside Inn, a CLEAN, single story, waterfront, 2/2 + bath en-suite that sleeps 6. Enjoy the island breeze on the private patio watching the sunrise or the dolphins swim by, spend time in the open concept, fully equipped kitchen, the perfect place for gathering with family and friends over a meal . We have patio seating, a fire pit area with cafe lighting, inside laundry, dock with water & electricity & so much more! Please save our listing to find us quickly! License # DWE5106414

Sep. 27 – Oct. 4

$742 CAD per night

Guest favourite

Villa in Safety Harbor

5.0 out of 5 average rating, 110 reviews

Villa Key West "Villas by Christine"

Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

Dec. 24 – 31

$314 CAD per night

Superhost

Villa in Indian Rocks Beach

4.89 out of 5 average rating, 82 reviews

Waterfront Villa, private heated Saltwater Pool

Vintage beach home with newer heated outdoor pool on the intracoastal waterway. 10-15 min walk to the white beach sand, parks, shops,cafes, pickle board / tennis courts, bait shop, massage studio and more. This property is reserved for quality considerate guests only. This is not a hotel like accommodation, this is someone's home. It's clean, welcoming, down to earth. It's self catering, each guest will need to provide their own insurance & supplies to meet the needs of their family. BTR1587

Jul. 4 – 11

$757 CAD per night

Superhost

Villa in Redington Shores

4.88 out of 5 average rating, 111 reviews

Peaceful 1 min to sand W/D Priv patio

Wide, pristine beach just outside your door goes for miles. 1 of 3 units in peaceful beachside villa. Special private retreat away from busy condos with a personal touch. Short walk to many restaurants Short drive to many activities. Private patio, Washer/dryer in unit, Quiet ductless AC (no noisy window units). Full kitchen, reliable WIFI, Smart TVs, Beach supplies. Free parking in front. Comfy queen bed in bedroom, comfortable sofa bed in LR. 1 bdrm & 2 bdrm unit also available

Oct. 1 – 8

$315 CAD per night

Guest favourite

Villa in Clearwater

4.92 out of 5 average rating, 213 reviews

V3- 1 BR, waterfront villa, 2 min walk 2 beach

1 Bed, 1 Bath, Sleeps 4 (sofa sleeper) Located in a 4 villa complex just a 2 minute walk to white sandy Clearwater Beach! Quaint and casual is our motto. Villa has Cable TV, WI FI. Separate bedroom with King bed. This unit is adjacent to another 1 bedroom unit with an adjoining door so you could fit 6 people in 2 units !! We are not a hotel we are a vacation rental. We now have washer and dryer on the property for guest use, no fee.

Oct. 4 – 11

$299 CAD per night

Guest favourite

Villa in Holmes Beach

4.98 out of 5 average rating, 52 reviews

Calico - Family Oasis - Steps from the Sand

Escape to paradise at our beautiful Anna Maria Island Villa! Located just steps away from the pristine beaches of the Gulf of Mexico, this stunning property offers the perfect blend of comfort and luxury. Our villa features 3 spacious bedrooms plus a wonderful tower room and can comfortably accommodate up to 8 guests.

Dec. 14 – 21

$1,301 CAD per night

Guest favourite

Villa in Sarasota

4.91 out of 5 average rating, 179 reviews

Hansen- Gorgeous 3BR/2BA Villa near Siesta Key

This Tranquil Villa has its own private pool, indoor washer/dryer, screened-in lanai, outside grill, modern cottage decor and fully equipped kitchen. Great location, just one block from 41 (S. Tamiami Tr) and Bee Ridge Rd. Centrally located, (5 miles only) between both Siesta Key Beach & Downtown Sarasota.

Mar. 23 – 30

$562 CAD per night

Guest favourite

Villa in Sarasota

4.96 out of 5 average rating, 134 reviews

Newly Renovated- 150 Yards to Beach & Restaurants!

- Newly Renovated 2 Bed/1 Bath - Private Patio - Beach Gear Provided - New Washer & Dryer Shared Between Both Sides of Duplex - Beachside of Midnight Pass Rd - 3 Minute Walk to Private Beach Access - Neighborhood Heated Saltwater Pool - Short Walk to the Restaurants, Shops, and Bars

Dec. 16 – 23

$544 CAD per night