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Vacation Rentals by Owner in Sarasota, Florida.

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LIDO BEACH/ST. ARMAND'S CIRCLE #101

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, galleries, exotic boutiques, world-class restaurants and nightlife. .......

Apartment in Sarasota
3 Bedroom Sleeps 5

Pet-Friendly 1BR Sarasota Florida Vacation Rental, Patio, Near Beaches, 2 Guests

Cozy 1-Bed, 1-Bath Efficiency — Great for car-free guests! (Sleeps up to 2 guests). Private unit attached at the back of the house. Simple, small, clean, and comfortable ; not a luxury hotel, but everything you need for a pleasant stay.

1 Queen bed + air mattress in case you need it.
Fully equipped kitchen (fridge, microwave, cooktop), Smart TV, high-speed Wi-Fi, beach chairs, cooler, patio, charcoal BBQ grill.
Pet-friendly: 1 pet up to 40 lbs ($60 fee).

Special Deals:

Apartment in Sarasota
1 Bedroom Sleeps 2
Pet Friendly Pets Allowed

ROYS PLACE Romantic / Private Near Downtown and Beaches. Private Heated Pool!

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 ovenless galley kitchenette with mini-fridge / freezer. Beyond there you will enjoy tropical-chic decor, original artwork, quality furnishings, petite.......

Apartment in Sarasota
1 Bedroom Sleeps 2

Cute 1 BR Suite -Stunning Courtyard - Lighted Splashpad

Make your stay in Sarasota memorable and experience our tropical oasis!

This freshly remodeled private guest suite is perfect for the single traveler or couples retreat.

🌴HUGE backyard patio - one-of-a-kind lighted splashpad, outdoor dining, firepit, sanded 'beach' area and more.

🌴Conveniently Located - Airport, Lido Key /Siesta Key Beaches, Sarasota, Indian Beach Park

🌴 Seasoned hospitality professionals

🌴 Ringling Museum. Powel Crosley Estate, S.......

Apartment in Sarasota
1 Bedroom Sleeps 2

Lido Key- quaint studio remodeled holiday cottage-A

Lido Key- 5 min Walk to the beach & St Armands. Freshly remodeled tiny main floor studio in a Great location and affordable way to enjoy this popular area. One of the top beaches in the US. This cozy cottage features queen size bed, refrigerator, range, microwave, coffee maker, cooking items, dishes, and a pull-out large kitchen table.

**ABSOLUTELY NO MORE THAN 2 GUESTS INCLUDING CHILDREN ALLOWED**
**ELECTRIC USAGE for Electric cars is not to be used anywhere on our complex or to the .......

Apartment in Sarasota
1 Bedroom Sleeps 2

Siesta Key Village-Suite #3: A Block to the Beach!

Looking for the Ultimate Siesta Key Experience? This is it! Located in the Center of the Iconic Siesta Key Village, Siesta Beach is a 5 min walk from this adorable and cozy apartment. Comfy beds, fully-stocked kitchenette, Smart ROKU TVs, Strong Wi-Fi with Laundry room just outside your door. Restaurants, Bars, Seafood, Night Clubs, Big Olaf, Morton's Market, Bike rentals, Live Music & so much more -- it's all here. No car needed. Remember... bring your bathing suit and let the fun begin!
The.......

Apartment in Sarasota
2 Bedroom Sleeps 3

2BD/2BTH apartment, fenced in yard. 10-minute drive to beautiful Siesta Beach.

Spacious 2BD/2BTH apartment with private-fenced backyard for your morning coffee. Apartment is within 10 minutes to the gorgeous Siesta Beach and other near-by beautiful gulf beaches. Outside community grills and heated pool are available. Beautiful walking path for evening walks.

There is NO cable--but there are smart TVs in the living area and both bedrooms where you can stream your favorite TV shows via Netflix, Disney or your favorite streaming channel. Internet is also available .......

Apartment in Sarasota
2 Bedroom Sleeps 4
Pet Friendly Pets Allowed

★ NEW ★ Serene Retreat | Private Patio & Pool ★

• Renovated 2BR/2BA just 15 min walk across the south bridge to Crescent Beach which is an extension of the famous Siesta Key Beach rated #1 beach in USA
• Walking distance to Siesta Key Watersports where you will find all kinds of water sport rentals and can book a sightseeing cruise
• 5 minute drive to Publix Supermarket, Trader Joe's, Starbucks and other shops and restaurants
• 15-20 min drive to Ed Smith Stadium, Ringling Museum of Art, Sarasota Jungle Gardens and South Lido.......

Apartment in Sarasota
2 Bedroom Sleeps 4

Siesta Key Village-Suite #1: A block to the Beach!

Looking for the Ultimate Siesta Key Experience? This is it! Located in the Center of the Iconic Siesta Key Village, Siesta Beach is a 5 min walk from this adorable and cozy apartment. Comfy beds, fully-stocked kitchenette, Smart ROKU TVs, Strong Wi-Fi with Laundry room just outside your door. Restaurants, Bars, Seafood, Night Clubs, Big Olaf, Morton's Market, Bike rentals, Live Music & so much more -- it's all here. No car needed. Remember bring your bathing suit and let the fun begin!t

T.......

Apartment in Sarasota
2 Bedroom Sleeps 3

Siesta Key Village -Suite #2: A Block to the Beach, In the HEART of the Village!

Looking for the Ultimate Siesta Key Experience? This is it! Located in the Center of the Iconic Siesta Key Village, Siesta Beach is a 5 min walk from this adorable and cozy apartment. Comfy beds, fully-stocked kitchenette, Smart ROKU TVs, Strong Wi-Fi with Laundry room just outside your door. Restaurants, Bars, Seafood, Night Clubs, Big Olaf, Morton's Market, Bike rentals, Live Music & so much more -- it's all here. No car needed. Remember bring your bathing suit and let the fun begin!

Th.......

Apartment in Sarasota
3 Bedroom Sleeps 3

★ NEW ★ Eclectic Hidden Gem | TIKI BAR & Pool ★

About this space
• Renovated 2BR/2BA just 15 min walk across the south bridge to Crescent Beach which is an extension of the famous Siesta Key Beach rated #1 beach in USA
• Walking distance to Siesta Key Watersports where you will find all kinds of water sport rentals and can book a sightseeing cruise
• 5 minute drive to Publix Supermarket, Trader Joe's, Starbucks and other shops and restaurants
• 15-20 min drive to Ed Smith Stadium, Ringling Museum of Art, Sarasota Jungle Ga.......

Apartment in Sarasota
2 Bedroom Sleeps 4

Paradise on the Sarasota Bay, Close to Gulf Beaches, Heated Pool, Restaurant

Located right on the Sarasota Bay, our cozy studio apartment is at the Ramada by Wyndham Sarasota Waterfront hotel. (the hotel is waterfront, the apartment is not). Centrally-located on the Tamiami Trail (US-41) near downtown Sarasota and Sarasota Bradenton International Airport (SRQ), we're close (about a 15 minute drive) to beautiful white sand beaches that fade into the crystal emerald and blue waters of the Gulf of Mexico - Siesta Key, Lido Key, Longboat Key, and Anna Maria Island. Just 10 m.......

Apartment in Sarasota
Studio Sleeps 3

Beachfront 2 beds/2 baths w/ Balcony LIDO BEACH TOWERS

Welcome to your beachfront getaway at St. Armands Towers (North) on Lido Key!
This spacious 2-bed, 2-bath condo is spread over 1448 sq ft on the 3rd floor.
Enjoy the views and the convenience of being within walking distance to St. Armands Circle.
Community amenities include an exercise room, party room with a full kitchen, and a refreshing pool.
Cleaning fee of $500 includes a mid-stay clean!

We have taken great care to ensure that you have everything you need to feel at .......

Apartment in Sarasota
2 Bedroom Sleeps 4

Beautiful University Pines Studio in Sarasota

Welcome to University Pines Studio, the perfect place to stay! With a "BRAND NEW QUIET SPLIT A/C and HEATED UNIT" Located in a quiet neighborhood situated in the heart of Sarasota off of University Parkway, it is close to restaurants, supermarkets, and convenience stores, and has a beautiful park just a half mile away. It is minutes away from Lido Beach and Siesta Key Beach, which is voted the #1 beach in the U.S. year after year, 4 miles from the SRQ airport, and is near the UTC Mall, local sh.......

Apartment in Sarasota
1 Bedroom Sleeps 2

SURF SHACK, EFFICENCY COTTAGE A SHORT WALK TO BEACH AND VILLAGE

Imagine being nestled in a key west style unit which is fully furnished turn key just a few minutes walk to pristine Siesta key beach and the hopping Siesta key village. The Surf Shack has its own unique entrance through the driveway and privacy fence. The cottage has just been updated with a new kitchen, granite counter tops, new microwave, vanity, painted inside and out, and a gas grill. The cottage has everything you need to enjoy yourself. Full kitchen, bath with fiberglass shower,.......

Apartment in sarasota
1 Bedroom Sleeps 3

Great place to see the dolphins! And less than half a mile from Turtle Beach

Sunrise Bay is a 2BR, 1.5 bath, second floor apartment, in a 4-plex apartment property. It faces east and is on the water of Little Sarasota Bay. The apartment has a queen size bed in the master bedroom, and two twin, or single beds in the second bedroom.

Our second floor apartment has its own private deck with table and chairs that looks out over the water. The backyard is a paved patio with our own dock for your use. If you have a boat, you can dock your boat for $35.00 per night........

Apartment in Sarasota
2 Bedroom Sleeps 4

Luxe Getaway! 2 Mins from Downtown Sarasota , 7 Mins from Airport/Lido Beach!

Thank you for choosing a local instead of a hotel!
This unique place has a style all its own.
Centrally located on the main road and minutes from the Grocery store/Publix, Walmart, Downtown Sarasota restaurants and close to Lido beach!
Free coffee/Tea, sodas & snacks
2 parks located nearby
Bicycles available
Grocery Store/Plaza/CVS-Pharmacy & Walmart 1 Minute away

What this place offers:
Free Early check in
Kitchenware (blender, rice cooker)
Free Wifi
Free pa.......

Apartment in Sarasota
1 Bedroom Sleeps 3

2BR Beachy Speakeasy In St Armand's w/ Rooftop Deck. Walk to Lido Beach

Book Your HOLIDAY 2026 / SPRING 2027 GETAWAYS! Step into your getaway now at a Sarasota paradise nestled in the heart of St Armand's Circle! This isn't just any rental, it's an experience waiting to unfold!

*Please note our "Moderate Cancellation Policy" listed only applies to bookings during mid season from May through August . See our Custom Seasonal Cancellation Policy at the bottom of this description and in our Rental Agreement.

Picture this: A Beach Vacation Getaway in a hid.......

Apartment in Sarasota
2 Bedroom Sleeps 6

Spacious 2BR/2BA Garden Condo w/ Heated Pool

Spacious 2-bedroom, 2-bathroom condo in the quiet Sienna community of Sarasota with a private fenced garden.

Siesta Key Beach is a 5–10 minute drive (traffic dependent).
Pet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets.

Guests enjoy access to a heated community pool and a calm residential setting close to shopping and dining.

Spacious condo with approx. 1,000 sq. ft. of living space

Private fenced ga.......

Apartment in Sarasota
2 Bedroom Sleeps 6
Pet Friendly Pets Allowed

Peaceful Setting, on the water of Little Sarasota Bay

Tropical Breeze is a 1 bedroom 1 bath apartment on the first floor of a 4-plex apartment building. The apartment is no more than 30 ft from the water. A patio with lounge chairs, table/umbrella and gas grill is just outside. Great for suntanning; yet there is shade if/when needed.

You can fish right off of our dock or shoreline (we have poles for your use). This is a wildlife paradise. It is common to see dolphins and manatees. Listen for their exhaling, and you will know to look ou.......

Apartment in Sarasota
1 Bedroom Sleeps 4

Walk to Siesta Beach, Restaurants, Shopping &More!

Incredible location next to the South Siesta Bridge! Short walk over the bridge and you're on the Beach, at Restaurants, Bars, Shopping, Bike Rentals, Ice Cream, etc. Strong WIFI, 70" Flat Screen TV, Washer/Dryer, Nice open floor plan with fully-equipped kitchen, Two Queen beds, walk-in closet, dining table and full bathroom. Cozy and private. Quiet, safe area with little to no traffic. Publix and Gulf Gate area shops just on other side of 41. You will absolutely love the convenience here!<.......

Apartment in Sarasota
1 Bedroom Sleeps 4

Beachside Bliss- 1 mi to the beach w/ heated pool

Create memories with this surf shack-inspired private apartment with an easy mile walk to the crystal white sands of Siesta Key & just minutes from central Sarasota surrounded by fun things to do. Sleep well in your comfy queen size bed with luxurious bamboo linens. The unit offers a themed living room with a flat-screen TV, fast WiFi, comfortable seating, and a fully equipped kitchen, as well as a private patio just off your unit, leading to the heated pool, shared with one other unit.
.......

Apartment in Sarasota
1 Bedroom Sleeps 2

Relax & Recharge- Heated Pool & Hot Tub minutes to Siesta Beach and Downtown

Leave the world behind at Zen Den, a 1 bed/1 bath apartment only 1.7 miles from the white quartz sands of Siesta Key. The inspiration of nature creates a welcoming aura in this cozy space, with everything you need to enjoy your stay. The open concept living space offers a fully equipped kitchen, dining area, bedroom with queen-size bed and a pull-out sofa for additional sleeping. French doors lead to a pool, hot tub, outdoor lounge, and BBQ area that are shared with the other apartments on the .......

Apartment in Sarasota
1 Bedroom Sleeps 4
Pet Friendly Pets Allowed

Spacious studio with garage

The studio is in a central and convenient location. Five minutes drive to Sarasota memorial hospital, 10 minutes to Siesta village and beach, botanical garden, Marina Jack Park.
The studio is located in a multi-family house , attached to the studio is a garage and a long driveway........

Apartment in Sarasota
1 Bedroom Sleeps 2
Pet Friendly Pets Allowed

Comfy studio in Sarasota

Studio located in multi family house with nice & quiet tenants in nice neighborhoods .The Centrally located, 5 minutes from Sarasota Memorial Hospital , near everything that offering sunny Sarasota. Walk to Westfield Mall & Restaurants, South side Village restaurants & shopping. Few minutes ride to Downtown, Ringling brothers museum, Botanical, Selby & Jungle Gardens, Marina Jack Park, St. Armand's Circle (Shop & Restaurants), Lido & World Famous Siesta Beaches, Tamiami trail & many more........

Apartment in Sarasota
1 Bedroom Sleeps 2
Pet Friendly Pets Allowed

Perfect location!
Beautiful!
Clean!
Heated swimming pool!

Come stay in this 768 sq. ft, 1 bedroom, 1 bathroom condominium with a quiet,private,fenced in backyard. Beautiful new tile throughout the entire living space.New white kitchen with granite countertops ,stainless appliances,and large pantry for storage.Master bedroom offers a king size bed, lots of closet space,and 2 television.Bathroom has new walk-in shower,tiled vanity countertop with raised basin.Look around and you will find beach towels and chairs in the front closet,and a cooler in case .......

Apartment in Sarasota
2 Bedroom Sleeps 4

Best Value 2BR – Walk to Beach, Dining & Nightlife

The Sugar Palm (2BR), by Gertrude Rentals Siesta Key

Big savings in prime location! No rental car required! 1-minute walk to shopping dining and live music. 4-minute walk to the world's best beach. Private patio, full kitchen, short walk to market. Fishing, sunsets, on reef snorkeling and paddling, plus a free trolley to top attractions nearby. Best value on Siesta Key. Book your getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

Wh.......

Apartment in Sarasota
2 Bedroom Sleeps 8

Best Value 1BR – Walk to Beach, Dining & Nightlife

Looking for a great deal?
Get automatic discounts based on your length of stay — no promo codes or special requests needed. The total price you see already includes your savings, so you can book with confidence. Prices may show differently across platforms, but your final total always reflects your discount.
The Sugar Palm (1BR), by Gertrude Rentals Siesta Key

Big savings in prime location! No rental car required! 1-minute walk to shopping dining and live music. 4-minute walk to.......

Apartment in Sarasota
1 Bedroom Sleeps 4

Gertrude Siesta | Budget Friendly, Private Patio, 5-min to Beach, 1-min to Dining & Entertainment!

The Sugar Palm 3BR (2-units), by Gertrude Rentals Siesta Key

Big savings in prime location! No rental car required! Two units totaling 3BR and 2Baths. No car required! Experience relaxed Siesta Key living in two comfortable side by side units with dedicated staircase. Each boats a Private Patio with wide open Southwesterly Exposure lined with Royal Palms. The perfect blend of comfort, convenience, and proximity to all the attractions the island has to offer.

What Guests Love<.......

Apartment in Sarasota
3 Bedroom Sleeps 12

LIDO BEACH/ST. ARMAND'S CIRCLE #103

The apartment is located 1/4 block to Lido Beach and about 5-7 min walk to world famous ST. Armand’s Circle. Restaurants, cafes, shopping.
Kitchen with all cooking and serving items, BBQ grill outside with table/chair and umbrella.
King and Queen size beds,

.......

Apartment in Sarasota
2 Bedroom Sleeps 5

5 minutes drive to nr. Siesta Key 2BR /1BA condo.Sienna Park.heated pool

Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. This tropical resort community is a relaxing oasis under the warm skies of the Gulf Coast. With its swaying palms, shimmering lake views and world-class resort amenities. Relax and enjoy another stunning sunset with a cool drink on the poolside sundeck. This pet-friendly community also equipped with children's playground and ample free assigned parking. Conveniently located in the.......

Apartment in Sarasota
2 Bedroom Sleeps 6
Pet Friendly Pets Allowed

LIDO BEACH/ST. ARMAND'S CIRCLE #201

Property is located 1/4 block to Lido Beach. 5-7 min walk to world famous St. Armand’s Circle. Near Lido Key Resort Hotel, marina. Close to museum, restaurants,bars, cafes.
Apartment is fully equipped. Parking available........

Apartment in Sarasota
2 Bedroom Sleeps 5

LIDO BEACH/ST. ARMAND'S CIRCLE #102

Apartment located 1/4 block to Lido Beach. 2 min walk - close to Lido Key Resort Hotel.
Close to marina, 5 min walk to St. Armand’s Circle - many restaurants, bars, cafes.
Apartment is fully equipped.
.......

Apartment in Sarasota
3 Bedroom Sleeps 5

Quaint Historic Apartment in Walkable Downtown #5

My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publix, fabulous restaurants, diverse shopping options, performance theaters, movie theaters, nightlife, public transport, boat/water activity rentals, parks, spas, and a short distance to the beach or airport. You’ll love my place. It is good for couples, solo adventurers, and business travelers. I have lots of regulars who come back time and time again.

The unit is decora.......

Apartment in Sarasota
1 Bedroom Sleeps 2

Balcony Studio, Historic & Highly Walkable nestled between High-End Residential

Super romantic, secure and private in the most desirable neighborhood downtown Sarasota. A Home away from Home - Close to everything one would need, award winning restaurants, theaters, Opera, Comedy Club, Museums with trolley's to beach. King sized bed and sofa and private bathroom/shower. Located above vintage jewelry boutiques, yoga, beauty and gifts in a mixed-use 1920's building and across from Burns Court Film Theater, Owen's Fish Camp and Galleries, local stores, restaurants, and scooter .......

Apartment in Sarasota
1 Bedroom Sleeps 2
Pet Friendly Pets Allowed

One Bedroom Apartment #3 in Historic Burns Square district, downtown Sarasota

My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publix, fabulous restaurants, diverse shopping options, performance theaters, movie theaters, nightlife, public transport, boat/water activity rentals, parks, spas, and a short distance to the beach or airport. You’ll love my place. It is good for couples, solo adventurers, and business travelers. I have lots of regulars who come back time and time again.

This apartment has.......

Apartment in Sarasota
1 Bedroom Sleeps 2
Pet Friendly Pets Allowed