Condo vacation rentals in Siesta Beach

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Top-rated condo rentals in Siesta Beach

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Guest favourite

Condo in Sarasota

4.96 out of 5 average rating, 121 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

**No Kids allowed** Lido Key- 7-10 min walk to the beach & St Armands. Quaint main floor tiny (smaller than a hotel room) studio is in a Great location and an affordable way to enjoy this popular area. This cozy cottage features a Queen size bed, refrigerator, stove, microwave, coffee maker, washer & dryer, and fully stocked cooking items & dishes, There is a pull-out large kitchen table. Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

Dec. 1 – 8

$251 CAD per night

Guest favourite

Condo in Siesta Key

4.96 out of 5 average rating, 276 reviews

On the Beach; Siesta Key SunBum Studio

STEPS TO YOUR OWN PRIVATE BEACH!! NO TRICKS or GIMMICKS LIKE OTHER LISTINGS on the KEY. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, new gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking! You are sure to enjoy your time here on the #1 U.S. Beach.

Mar. 4 – 11

$730 CAD per night

Guest favourite

Condo in Siesta Key

4.83 out of 5 average rating, 122 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

Sarasota Surf and Racquet Club is located on Siesta Key's award winning Crescent Beach. Our condo unit has all of the amenities of home for your convenience. The master bedroom has a king sized bed and it's own ensuite with walk-in shower. The second bedroom has 2 double beds and a large closet for all of your belongings. The complex has two heated pools, multiple charcoal grills and just steps away from the unit are 3 tennis courts and 2 pickle ball courts. Restaurants and shopping close by

Jan. 17 – 24

$674 CAD per night

Guest favourite

Condo in Sarasota

4.95 out of 5 average rating, 124 reviews

Cozy Beach Side 1BD/2BA, Walk to Beach & Pool

- First Floor 1 Bed/2 Bath condo w/ One King Bed( STEARNS &FOSTER MATTRESS) + One Sofa Bed - 3 Minute Walk to Private Access World Renowned Siesta Beach and Saltwater Heated Pool - Beach Side of Midnight Pass Rd - Beach Gear Provided - Patio Area - One Parking Space out front ( max to mid SUV = size similar Honda pilot) - Restaurants, bars, ice cream and seven Eleven, grocery & liquor store , pharmacy+ shops right across the street! Go to places by walking or riding a free Trolley.

Sep. 13 – 20

$338 CAD per night

Superhost

Condo in Siesta Key

4.88 out of 5 average rating, 122 reviews

Private Beach Siesta Key Resort Jamaica Royale

Jamaica Royale is a Beach Front Oasis, offering a private community with our own beach access and 3 heated pools . Enjoy our sidewalks, directly to the beach with no roads to cross; only residents are allowed onto the property, offering a family-safe paradise! Put your toes in the white sands of Siesta Key, where we have a private beach pavilion and lounge chairs! Look at our overview, to see our excellent location! We are in the first set of villas, closest to the beach.

Oct. 26 – Nov. 2

$563 CAD per night

Guest favourite

Condo in Siesta Key

4.96 out of 5 average rating, 103 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Amazing 2nd floor unit in building C at the Sarasota Surf & Racquet Club. This fully furnished 2 bed/ 2 bath condo offers a resort view and just steps away from the white sands of Siesta Key Beach. This unit is recently updated with an open floor plan, featuring stainless steel appliances, granite counter tops, kitchen bar with stools, living room, and dining room. This unit has flat screen tv's, ceiling fans, and maid service including linens and bath towels.

Nov. 22 – 29

$595 CAD per night

Guest favourite

Condo in Siesta Key

4.9 out of 5 average rating, 175 reviews

Steps to Beach & Siesta Key Village-Village condo

Steps from the sugary white sand of world famous Siesta Key Beach and the turquoise waters of the Gulf of Mexico. Our charming beach house is situated in a relaxing tropical setting with a private outdoor patio. It is ground level with a reserved parking space right in front of the unit. Newly renovated with tile floors, fully equipped kitchen with sleek granite counter-tops and pendant lighting, you will enjoy a warm and inviting atmosphere.

Sep. 26 – Oct. 3

$530 CAD per night

Guest favourite

Condo in Siesta Key

4.81 out of 5 average rating, 285 reviews

[Beach Elements] pool view + private beach & bikes

Relax & Recharge at Siesta Beach in a poolside one-story villa. + 2 beach cruiser bikes ( additional $35 each per stay) This modern studio is fully equipped with a kitchen, granite countertops & stainless steel appliances. Queen size Murphy bed and full-size sleeper sofa. Recently updated kitchen, bathroom, and a complete living area. It overlooks 1 of 3 pools Enjoy the morning sun, with your coffee on the patio.

Oct. 9 – 16

$610 CAD per night

Guest favourite

Condo in Siesta Key

4.92 out of 5 average rating, 180 reviews

Bright and Beachy - Steps to the Water!

Light, bright, beachy and welcoming! A slice of old Florida just steps away from private beach access. Nestled behind the dunes is this hidden gem and slice of paradise. 2nd Fl unit with all the comforts of home. Fully stocked kitchen, Spend your days at the #1 beach in the US or explore all there is to do in Siesta Key Village, downtown Sarasota, St. Armands Circle, Lido key and Longboat Key.

Jul. 11 – 18

$706 CAD per night

Guest favourite

Condo in Siesta Key

4.93 out of 5 average rating, 181 reviews

Siesta key getaway!

perfect and very comfortable 4th floor condo with elevator, screened in lanai, fully stocked kitchen and full bath. laundry facilities on the premises, a tennis court. We supply beach chairs, umbrellas, a rolling cooler and big beach bag. There is a beautiful dock on the intercoastal side of us with picnic chairs, grills, and you may even see dolphins playing !

Jul. 7 – 14

$228 CAD per night

Guest favourite

Condo in Siesta Key

4.85 out of 5 average rating, 132 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

A cozy Siesta Key ground floor condo unit w 2 bedrooms & 1 bath on the trolley line. Has all the amenities you need for a relaxing beach vacation and your day at the beach. Located conveniently to Crescent beach w access to the south and Siesta Key public beach to the north. Trolley stops right out front. Assigned parking spot directly in front of the unit.

Sep. 29 – Oct. 6

$258 CAD per night

Guest favourite

Condo in Siesta Key

4.93 out of 5 average rating, 215 reviews

Private Siesta Key Escape

Come stay in this stunning and spacious beach unit on PRIVATE CRESCENT BEACH on Siesta Key--our renovation has transformed a vintage beach condo into a unique comfortable coastal space. You will enjoy a quick minute's walk to the crystal sands of the beach. Our second-story unit is on a quiet street with no through traffic to the adjacent beach gate.

Sep. 3 – 10

$626 CAD per night