Villa vacation rentals in Longboat Key

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Top-rated villa rentals in Longboat Key

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Guest favorite

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 6 – 13

G$57,065 GYD per night

Guest favorite

Villa in Nokomis

4.92 out of 5 average rating, 142 reviews

*NEW MAY 30% OFF* 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...:)

Aug 12 – 19

G$34,337 GYD per night

Guest favorite

Villa in Sarasota

5.0 out of 5 average rating, 21 reviews

Vacation Luxury Villa/ Heated Pool -Beach Access

Entire Pool home on Siesta Key’s coveted Bay Island. Every detail is carefully planned! A Heated saltwater pool with a waterfall and poolside patio with a retractable awning , plus a screened seating area with a grill. The office doubles as a 4th bedroom. This perfect location offers quick access to Siesta Key Beach, downtown Sarasota’s entertainment, dining, and shopping. Visit Shell Road Beach, just 6/10 of a mile away, or enjoy the boating activities on the Intracoastal. : VR23-00020 Rental

Sep 18 – 25

G$92,099 GYD per night

Guest favorite

Villa in Bradenton

5.0 out of 5 average rating, 14 reviews

Sunswept Villa 4

Welcome to this unique & sundrenched getaway. With views of the Manatee River & situated steps from Mineral Springs Park & Riverwalk, you have quick access to fishing, beaches, dining, shopping, parks, & historical sites. This updated studio villa has a king size bed, full kitchen and stocked coffee/tea bar. There are lots of windows & front patio w/ river/park views. The back is lush with century old Live Oak Tree, waterfall, gardens, hammock & pool. Let your pup play in the fenced dog area.

Aug 3 – 10

G$38,164 GYD per night

Guest favorite

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

Jul 1 – 8

G$88,562 GYD per night

Guest favorite

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.

Nov 17 – 24

G$39,828 GYD per night

Guest favorite

Villa in Redington Shores

4.88 out of 5 average rating, 112 reviews

Peaceful 1 min to sand W/D Priv patio

On beach side. 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. Short walk to many restaurants Short drive to many activities. Washer/dryer in unit. Private patio, 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 18 – 25

G$41,662 GYD per night

Guest favorite

Villa in Tampa

4.88 out of 5 average rating, 192 reviews

Busch Gardens, Moffitt, USF Tropical Villa

We are located in Live Oaks Square Tampa. The 2 Bedroom 2 Bathroom unit is completely renovated with unique furnishings, 3 minutes from Busch gardens and Adventure island. We are surrounded by some of the best restaurants in the Tampa Bay Area. -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

Oct 9 – 16

G$33,686 GYD per night

Guest favorite

Villa in Clearwater

4.92 out of 5 average rating, 214 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.

Nov 2 – 9

G$38,483 GYD per night

Guest favorite

Villa in Sarasota

4.98 out of 5 average rating, 52 reviews

NEW Luxury 4/3 Home By Downtown, Beach & Keys

Enjoy high-end living in one of Sarasota’s best neighborhoods. Only a few minute drive to downtown Sarasota and st. Armands circle for all of the best restaurants, nightlife and shopping. Walking distance to the incredible John Mable Ringling Museum of art. Within 15 minutes of Siesta, Longboat Key, and UTC Mall. Located less than a mile away from the airport for incredible convince!

Jun 23 – 30

G$81,350 GYD per night

Guest favorite

Villa in Sarasota

4.91 out of 5 average rating, 22 reviews

Beautiful House w/ Pool, 10 Min to Siesta Beach

Take it easy at this unique and tranquil getaway. This completely remodeled 2 bedroom pool house is a stylish modern haven that's sure to delight. The striking façade and enviable location will instantly leave you in awe. Set on a long tree-lined drive with impeccable water views. Take a dip in your shimmering swimming pool or gather around the fire pit.

Sep 8 – 15

G$50,506 GYD per night

Guest favorite

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 29 – Apr 5

G$70,450 GYD per night