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Private guesthouse near the beach
Sarasota Guest house
9.6 Star Review
Enjoy Your private top floor guest house with fully equipped kitchenette, full bath, and two bedrooms! We are located in a quiet neighborhood right on the gulf with in a couple miles of a handful of beaches (including USA's #1 Siesta Key Beach)! We are also conveniently close to a dozen of grocery stores from Publix to Sprouts. The mall is right ac.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
Amazing Beachfront Condo - Siesta Key, FL -
Sarasota Condo
10.0 Star Review
Great first impressions are evident from the moment you enter this lovely condo and enjoy the breathtaking ocean views from our private oversized lanai. We know you'll adore our comfortably decorated oceanfront condo and have the relaxing vacation you've been dreaming of.
This unit unfolds as you walk through the door offering a visual delig.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
ROYS PLACE is romantic and ALL TO YOURSELF
sarasota Villa
10.0 Star Review
NAMED #1 BEST VACATION RENTAL WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE MAGAZINE for the past 3 years.
I LOVE ROYS PLACE! Romantic 800 sq. ft. boutique villa apartment with your own private pool and hot tub. Only property in urban Sarasota with totally private (all yours, not shared) clothing optional pool and hot tub. Tropical Chic décor.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 2
LIDO BEACH/ST. ARMAND'S CIRCLE #101
Sarasota Apartment
9.2 Star Review
Property is an eight (8) unit building furnished with high quality furniture, King and Queen size beds, reclining sofa in living room, flat TV,recliner, brand new kitchen and bath with granite counter tops - located across the Street from Lido Beach and Lido Key Resort. It is a 2-3 minutes walk to St. Armand's Circle - superb exclusive shops, galle.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 5
Siesta Key Gem ! -50' Lap Pool, Hot Tub and just one Block to Siesta Key Beach!
Sarasota Private vacation home
10.0 Star Review
This Siesta Key Beach House is located on a lightly trafficked residential street 1 block from the beautiful white sand beaches of Siesta Key. You will find this property perfectly located, just a short walk or bike to the Gulf, restaurants, night life and shopping in the Village. 50' long heated lap pool, hot tub, outdoor BBQ, bikes and toys. Th.......read more
2 Bedroom(s)
3 Bath(s) Sleeps 6
Pet-Friendly 1BR Sarasota Florida Vacation Rental, Patio, Near Beaches, 2 Guests
Sarasota Apartment
10.0 Star Review
Cozy Efficiency: 1 Bedroom, 1 Queen Bed, 1 Bath with Shower, Fully Equipped Kitchen, High-Speed Internet, SmartTV, Refrigerator, Microwave, Beach Chairs, Patio, BBQ-ready charcoal grill, pet-friendly.
Location: Convenient centrally located, 5-10 minutes from Siesta Key, Downtown, and Lido Beach, close to restaurants, museums, galleries, the.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Luxury Condo Ground Floor Across the Street from the #1 Beach
Sarasota Condo
9.0 Star Review
Location! Location! Location! Walk out the door, across the street and onto the # 1 ranked beaches in America! This beautiful condo is on the ground floor, no steps, with a tropical enclosed lanai. It features 3 televisions, Tommy Bahama furnishings, a barbecue grill and high speed internet for those who prefer web-surfing to wave-surfing. The comp.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Horizons West Villa E-10 - Bayside Beauty!
Sarasota Villa
10.0 Star Review
Lovely villa with a view of the Intracoastal Waterway. This 2 bedroom, 2 bath unit has a King Bed in the master bedroom and a Queen Bed in the guest room. Both bathrooms are beautifully remodeled. Equipped with 3 hi-def TVs, washer & dryer, hi-speed Internet Access.
Steps to the Horizons West Bayside Park where you can relax and watch t.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West #104 - Fully Equiped Condo with a view of America's Best Beach!
Sarasota Condo
10.0 Star Review
You will love this updated one bedroom unit with a great view of the Gulf of Mexico. Horizons West unit 104 is very nicely decorated and has beautiful Gulf view. It has a king-sized bed in the bedroom. The lovely almost new bathroom is equipped with a walk-in shower.
A designated covered parking space is provided with additional parking.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 3
Horizons West Villa F-9 - Lovey view of the Intracoastal
Sarasota Villa
10.0 Star Review
This newly renovated 2 bedroom, 2 bath bayside villa is just steps from our bayside park. One of the few units with a screened lanai where you can enjoy a view of the bay! There is a queen bed in the master bedroom and a queen bed in the guest room. The unit is also equipped with Internet access, a washer/dryer and an updated, timeless kitchen. .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Horizons West Villa C-1 - Closest Villa to the Beach!
SARASOTA Villa
8.0 Star Review
This beautiful, completely remodeled and roomy 2 bedroom, 2 bath villa is the closest villa to the beach. There is queen bed in the master bedroom, 2 twins in the guest room and a sofabed. Well equipped with a washer/dryer.
Attached carport provides covered parking.
Maximum occupancy - 5
The complex is located near shop.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West Unit 108 - Great Gulf View on #1 Beach
Sarasota Condo
9.2 Star Review
This unit has an open floorplan that offers a spectacular Gulf of Mexico view. The unit will accommodate 3 people, is equipped with wireless Internet access and has a lovely modern kitchen.
The updated bathroom is equipped with a walk-in shower.
A designated covered parking space is provided with additional parking for guests.<.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 3
Horizons West #203 - Great Beach / Gulf View - on #1 Crescent Beach
Sarasota Condo
10.0 Star Review
We are sure you will enjoy this 2 bedroom, 2 bath hi-rise unit that has a king-sized bed in the master bedroom and 2 twin beds in the guest room. The unit is "beachy" with an almost new kitchen. And of course HD TVs in the living room and both bedrooms along with hi-speed Internet service.
Maximum occupancy - 4
The complex is lo.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Horizons West Unit #406 - Best View - Best Beach!
Sarasota Condo
10.0 Star Review
Beautiful upgraded 2 bedroom, 2 bath unit. Centrally located in the hi-rise, it has the best view of the Gulf of Mexico! There is a king bed in the master bedroom and 2 full-sized beds in the guest room. Will accommodate 5 people. Also has a washer/dryer and hi-speed Internet access.
A designated covered parking space is provided with.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West Unit #206 - Great View - Great Beach on Siesta Key!
Sarasota Condo
10.0 Star Review
Very Nice, updated unit in the hi-rise. It has 2 bedrooms, 2 baths, washer/dryer and the view of the Gulf of Mexico is spectacular! There is a king bed in the master bedroom and two twin beds in the guest room.
Maximum occupancy - 4
The complex is located near shopping and many local eateries! The Siesta Key Trolley provides fr.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Horizons West Unit #207 - Siesta Key Beach Front
Sarasota Condo
10.0 Star Review
Beautifully updated in 2018 this two bedroom, two bath High-Rise unit overlooks the Gulf of Mexico. Freshly painted throughout with new flooring, new living room furniture and flat-screened high-def TV. The bedrooms also have brand new furniture including beds; a king-sized bed in the master and two full-sized beds in the guest room. Both bedro.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West #905 - Penthouse Unit with Panoramic Gulf View
Sarasota Condo
10.0 Star Review
Very spacious 2 bedroom 2 bath hi-rise apartment with a spectacular view of the Gulf of Mexico. There are 2 queen beds in the master bedroom. The guest room is outfitted with 2 full-size beds.
Both bathrooms have been updated as well as the kitchen. Beautiful laminate floors throughout.
The unit is equipped with HD TVs in both.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West #705 - Gulf of Mexico View - Crescent Beach-Front
Sarasota Condo
Fully tiled 2 bedroom 2 bath unit has a great view of the Gulf of Mexico. There is a king bed in the master bedroom and 2 twins in the guest room. The unit has an almost new beautiful European kitchen. Also has high-speed Internet access. A designated covered parking space is provided with additional parking for guests. Maximum occupancy - 4The.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Horizons West Unit #503 - Crescent Beach View - Spectacular!
Sarasota Condo
This a beautifully maintained high-rise apartment with a breathtaking view of the Gulf of Mexico and is rarely available. The view and the furnishings make it the most often requested unit in the complex. This may be your lucky day!! It is equipped with Internet acess and a washer/dryer. This unit is very high-tech and contemporary and may not .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Horizons West #605 - Panoramic View on the #1 Beach
Sarasota Condo
10.0 Star Review
Beautiful, newly remodeled (2016) 2 bedroom, 2 bath hi-rise unit with a spectacular Gulf view. Great new kitchen and 70" flat-screen on the living room wall (also TVs in each bedroom - all HD).
There is a king bed in the master bedroom. In the guest room there are two sets of bunks; one has two twins, the other has a full-size bed on t.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West Unit #504 - Awesome View and Beach!
Sarasota Condo
This lovelyl 2 bedroom 2 bath hi-rise unit is beautifully maintained. Popular, updated with a king bed in the master bedroom and 2 full beds in the guest room. It is very well equipped including a washer / dryer, 3 TVs (all HD) and wireless Internet access! Of course the view is incomparable!
Maximum occupancy - 4
A designate.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Horizons West Villa B-4 - Close to the White Sands of Crescent Beach!
Sarasota Villa
10.0 Star Review
Bright and pleasant, the B-4 Villa at Horizons West invites you to live the Gulf Coast lifestyle famously known on Siesta Key. Boasting an updated and airy beach cottage atmosphere, this 2-bed, 2-bath villa affords an effortless beach paradise. Plantation shutters and a delightful color palette present the living area that blends beautifully with t.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West #701 - Incomparable View - Siesta Key / Crescent Beach
Sarasota Condo
8.0 Star Review
Large 2 bedroom 2 bath corner unit. Has a spectacular view! Newer kitchen, newer leather living room sofas and updated bathrooms. There is a king bed in the master bedroom and 2 twins in the guest room.
A designated covered parking space is provided with additional parking for guests.
Maximum occupancy - 4
The complex i.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Horizons West Villa B-3 - Steps from Beautiful Crescent Beach White Sand!
Sarasota Villa
10.0 Star Review
This is a 2 bedroom , 2 bath gulfside villa. The unit has a king bed in the master bedroom, 2 twins in the guest room and a sleeper sofa in the living room to accommodate your 5th person.
It is one of the few villas that has a screened lanai and is located very close to the beach. Also has a washer & dryer, high-speed Internet access, .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West Villa D-1 - Closest Villa to the Beach
Sarasota Villa
9.0 Star Review
This recently remodeled 2 bedroom, 2 bath gulfside villa is the closest villa to the beach! The state-of-the-art kitchen is well equipped and is open to the dining area & living room. There is a queen bed in the master bedroom; 1 queen in the guest room. Also has a sleeper-sofa in the living room so will accommodate 5 people. Laundry room with wa.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West Villa B-7 - Located on Crescent Beach - it's #1
SARASOTA Villa
Beautifully decorated 2 bedroom 2 bath villa with an up to date open floorplan. Kitchen has new stainless steel appliances and granite countertops are in both the kitchen and baths.
Centrally located and convenient to both pools. Has a washer/dryer. Equipped with wireless internet access! There is a king bed in the master bedroom and .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West Villa B-5 - Great Unit on a Great Beach
Sarasota Villa
Beautiful updated beach side villa. It has a Queen bed in the master, two twins in the guest room and a sofa sleeper for your 5th person. Centrally located between the beach and both pools.
Guests in Villa B-5 have two free passes to Siesta Key Fitness Center, just blocks from Horizons West for the duration of their stay. (ten-minute w.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Horizons West Villa A-5 - Steps Away from #1 Crescent Beach
Sarasota Villa
This is a beautiful 2 bedroom 2 bath gulfside villa. Well equipped, comes with a washer/dryer, high-speed Internet access and flat-screen TV. There is a king bed in the master bedroom and 2 twin beds in the guest room. Has newer kitchen & bathrooms. Nicely furnished throughout!
Attached carport provides covered parking.
Maxim.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Luxury condominium downtown
Sarasota Condo
Bayside high rise condo....amazing views, 24-hr security. New construction on Sarasota Bay, directly across from Marina Jack’s restaurant and bar. Contemporary 2 bedroom, 2 bath and den condo with beautiful furnishings. Short walk to multiple restaurants and wonderful shops, farmer’s market, and famous Sarasota Library. Siesta Key beach shor.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Beautiful Siesta Key Sunsets and Private Dock - Boat to Siesta #1 Beach
Sarasota Private vacation home
10.0 Star Review
Live like a local in 4,000 sq ft house w/boat lifts perfect for groups. Bring your own boat and jet ski (or rent nearby) and enjoy private access to Little Sarasota Bay and Turtle Beach on Siesta Key. Fish right off the backyard. Open plan kitchen, living and dinning area. Grand kitchen island seating six with separate 8-person dinning table conven.......read more
4 Bedroom(s)
5 Bath(s) Sleeps 9
Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops!
Sarasota Condo
9.6 Star Review
Pineapple Cove is located on the fun filled south end of Siesta Key within walking distance to both Crescent Beach public accesses #12 & #13 (only a 6 minute walk), the same distance to either...so lovely to have a choice! Steps away from restaurants, ice-cream and shops!!! Book your beach vacation in our newly decorated beautiful one bedroom, on.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Perfect Monthly Rental | Updated 3-Bedroom Condo | Heated Pools | Short Drive to Beaches
Sarasota Condo
10.0 Star Review
New listing in Village Brooks! Beautifully remodeled villa with a complex that includes 2 heated swimming pools, tennis courts, Clubhouse and shuffleboard......come join the fun. This fabulous 3 bedroom villa has everything you need to make great vacation memories with the family! Head to Siesta Key beach for the day to play in our famous cool po.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon
Sarasota Private vacation home
9.0 Star Review
Sarasota Pool home near beaches, shopping, dining and more!! With beds for up to 10 guests and 3 full baths you can relax and enjoy your stay. After a fun day at one of the many local beaches building sand castles, paddle boarding, wake boarding, shopping or just catching rays, come home and relax in your private pool and charming outdoor seatin.......read more
4 Bedroom(s)
4 Bath(s) Sleeps 11
Paradise at Lido Beach!
Sarasota Condo
10.0 Star Review
30 day minimum Dec. - April. *Inquire about rentals May - Dec. at the "ask owner a question" link in the side bar.
We just put the finishing touches on our newest listing in Lido Shores and its renting FAST! Get away to this beautiful 2 bedroom, 2 bath condo, in the highly sought after Lido Shores Condominiums! The tastefully appointed mast.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Fisherman's Cove Gulf Front last minute 20% discount July 3 - July 11, 2026
Sarasota Condo
9.6 Star Review
Siesta Key Sunset Family Rentals is family-owned and proud to offer our beach-front Siesta Key (Sarasota) vacation rentals. As a family business, we take great personal pride in ensuring that our condos meet your standards of quality and cleanliness, and we are but a phone call away if you aren't satisfied with anything.
Siesta Key has.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Serenity @ Midnight Pass Inlet 28' Boat Dock / Fishing, 5 Min Beach Walk & More!
Sarasota Condo
10.0 Star Review
Welcome to our little piece of Paradise, where memories await you! We supplied everything, so not to worry. Just bring your luggage and unwind! This Island is just so beautiful with lush landscapes and wildlife! Get ready to kick your shoes off and unwind. The views are amazing! Daily boats, paddlers and kayakers set out for the day. Talk with frie.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
4/3, Private Pool, Walk to St. Armands and Beach
Sarasota Private vacation home
9.4 Star Review
Florida Vacation Connection welcomes you to Malibu, a 4 brm/3 bth oversized pool home with 2 car garage. An open Kitchen claims its rightful spot as the heart of the home. Bedrooms are situated for privacy. A beautiful garden offering of sun and shade to enjoy your outdoor time. From the pool to the canal, poolside lounge chairs to the garden l.......read more
4 Bedroom(s)
3 Bath(s) Sleeps 8
Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast
Sarasota Condo
10.0 Star Review
Just what you have been looking for....Our condo has it all!
Our unit is centrally located in the middle of 14 acres of some of the lushest property on Siesta Key. Midnight Cove II is not a property of concrete and blacktop driveways. Stay with us and you will enjoy a beautiful paver drive and walkways surrounded by acres of greenery, palm.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
ROYS PLACE Romantic / Private Near Downtown and Beaches. Private Heated Pool!
Sarasota Apartment
10.0 Star Review
NAMED #1 BEST VACATION RENTAL WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE MAGAZINE FOR 2022.
This is a nicely remodeled 650 square foot one bedroom apartment in a historic home located in the coveted safe Northwest Sarasota neighborhood. Outside is your small but quaint front porch. Your front door leads directly into a funky well equipped .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Peace in Paradise - Premium, Tranquil, Gulf Front Perfection on Siesta Key!
Sarasota Condo
9.6 Star Review
NOTE: APRIL 2024 REQUIRES a TWO-WEEK MINIMUM STAY! Enjoy all the beach & bay have to offer at this premium gulf front condominium on Siesta Key. The Bay Tree Club Condominium Complex offers peaceful, south end accommodations and this beautifully furnished residence provides convenience, location, and comfort for the discerning traveler.
PLEASE N.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Siesta Key, Sea Horse Villa, Pool. Daily rentals
Sarasota Private vacation home
9.4 Star Review
We are a small resort on Siesta Key offering daily rentals
Sea horse villa is perfect for a couple or single traveler.
Ground floor and park near your door
We offer nightly rentals except high season and weekends
Call us for info on your stay.
Siesta Sun villas is a holiday home made up of 3 seperate units.
Sea horse villa is.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Now available!! Spacious Private home, near beaches and all!
Sarasota Private vacation home
9.2 Star Review
Spacious, bright and clean 3 bedroom private home located in Tropical Shores in Sarasota. 1/2 block from Little Sarasota Bay - minutes from Siesta Key beach, Nokomis Beach and downtown. Open floor plan with two large living areas, kitchen with breakfast bar which opens to dining room. Master bedroom has king bed and large walk in closet + priva.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 6
The Pink Palm on Siesta Key
Sarasota Private vacation home
9.8 Star Review
Ideally located on the north end of Siesta Key, this charming resort-island home has loft-like spaces, a cool tropical modern vibe, plus 3 bedrooms, 3 baths and fantastic saltwater pool. This home is a 5 minute walk from the nearest public beach access and less than 2 miles to the heart of Siesta Key Village. Close enough to enjoy everything Sies.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 8
Magical Midnight Cove Beach side - See our new pool!!
Sarasota Condo
9.8 Star Review
SIESTA KEY - THREE BEDROOMS! GROUND FLOOR. Large end unit.
WE'RE #1 WE'RE # 1 WE'RE #1 Can we say it again? WE'RE #1 Rated by Dr. Beach himself, Stephen Leatherman.
Siesta Key Beach is Numero Uno among beach rankings in the US.
Stay at our unit. No stairs or elevators to deal with, this large, end-unit condominium (1800 square fe.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
Beachfront Property - Luxury Penthouse - Great Location!
Sarasota Condo
9.8 Star Review
Crescent Siesta Key
Enjoy luxury living at this 5th floor penthouse. Designer-furnished for the discriminating traveler - and located on Crescent Beach, the ideal vacation spot. This unit is a 1600-square-foot fifth floor penthouse with 11-foot ceilings, granite countertops, Poggenpohl cabinets, free-standing bar, free wireless internet, and.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
Sarasota Condo
10.0 Star Review
SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach
(Two Bedroom Vacation Units for Rent)
Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL
This gorgeous Siesta Key luxury beach view condo is directly on world famous Crescent Beach located mid-Key, just south of the south bridge and .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Fisherman's Cove Gulf Front B306 Spectacular view top floor
Sarasota Condo
9.6 Star Review
Siesta Key Sunset Family Rentals is family-owned and proud to offer our beach-front Siesta Key (Sarasota) vacation rentals. As a family business, we take great personal pride in ensuring that our condos meet your standards of quality and cleanliness, and we are but a phone call away if you aren't satisfied with anything.
Siesta Key has.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Best Location! Right next to St Armands Circle and Lido Key!
Sarasota Condo
8.8 Star Review
Location Location Location. This is the best location in the entire area. Short walking distance to both St. Armands Circle and Lido Key! Its a 2 minute walk to the St Armands Circle and a five minute walk to the white sands of Lido Beach where you can always find your place in the sun. Very large bedroom, with a king-size bed and large .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
A year-round vacation destination, Sarasota boasts a string of eight stunning islands tucked away on the Gulf Coast. You’re spoiled for choice when it comes to finding the perfect beach area to meet your needs, while family-friendly attractions like Mote Marine Laboratory and Aquarium and Marie Selby Botanical Garden will keep the kids entertained. A favorite for its ecotourism philosophy and stunning sunset views, head to Lido Key for a day of sunbathing, or get out on the water to go deep sea fishing, dolphin watching or sailing.