Condo vacation rentals in South Sarasota

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Top-rated condo rentals in South Sarasota

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Guest favorite

Condo in Sarasota

4.9 out of 5 average rating, 184 reviews

[Beach Retreat] modern condo +5 min. walk to beach

5 min walk to beach and bikes onsite to rent.. Relax and recharge at this beautiful modern two bedroom Siesta Key condo. This is a fully remodeled second floor end unit with no unit above. The open layout provides excellent light throughout. Wonderful tile wood floors and a private screened in patio to sip your morning coffee. The warm sun and white sand beach awaits... beach gear (2chairs, towels, beach wagon)included complimentary -plus 2 beach cruisers to rent ($35 each per stay)

Dec 24 – 31

G$101,869 GYD per night

Superhost

Condo in Siesta Key

4.83 out of 5 average rating, 237 reviews

Siesta Key 1/1 King bed “Sunset Suite” Pool Kayaks

We pay your AIRBNB service fees for you! Updated & inviting coastal getaway, located on the island of Siesta Key in a small resort called Solitude Suites on Siesta Key. The “Sunset Suite” has a living/dining/kitchenette area w/ 65” TV, a separate bedroom & a separate bathroom. Off the bedroom is a private open wood deck. Table & chairs allow you to enjoy the perfect view of a Siesta Key sunset. New shower in Dec 2023! 2 min drive or 10 min walk to beach! Enjoy FREE Kayaks, SUPs & Tiki Huts!

G$31,914 GYD per night

Guest favorite

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.

Feb 26 – Mar 5

G$95,658 GYD per night

Guest favorite

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

G$42,723 GYD per night

Guest favorite

Condo in Sarasota

5.0 out of 5 average rating, 26 reviews

Water view condominium in a beautiful community

You will love the beautiful views this condo has to offer. Combo dining room/living room opens up to a fully screened lanai with tranquil water view on the golf course and the community pool/deck area only steps away. The Meadows is located close to downtown Sarasota, minutes from University Town Center Mall, short drive distance to the beautiful Golf coast beaches. With 1650 acres, The Meadows is home to an abundance of canopied oaks, over 85 lakes and waterways, and 14 miles of trails.

Jan 3 – 10

G$26,782 GYD per night

Guest favorite

Condo in Sarasota

4.89 out of 5 average rating, 128 reviews

Gateway to Siesta Key 1/2 mile to the Beach!

Super comfy and newly updated 2 bedroom/2 bathroom fully-equipped condo that sleeps 4 - only 1/2 mile from the Gulf of Mexico! Located in a small and quiet complex with very convenient access to the beach as well as all of Sarasota's shopping and dining (without beach traffic). Our condo is exceptionally clean, well-kept and has all the comforts of home on your tropical getaway. Minimum age of primary renter is 25 years old. Proof of age required.

Oct 30 – Nov 6

G$32,042 GYD per night

Guest favorite

Condo in Sarasota

4.97 out of 5 average rating, 166 reviews

Gateway to Siesta Key - 1/2 Mile to the Beach

Beautiful and comfy 2 bedroom/2 bathroom condo that sleeps 4. The condo is located only 1/2 mile from the Gulf Of Mexico. Spacious, comfortable, in a small & quiet complex that provides easy access to restaurants and stores on or off Siesta Key. You'll get super easy Siesta Key access (3 min drive/20 min walk) at a very affordable price in a perfect location to avoid traffic and enjoy the rest of Sarasota when you're not at the beach.

Aug 13 – 20

G$30,338 GYD per night

Guest favorite

Condo in Sarasota

4.83 out of 5 average rating, 147 reviews

Best Gulf Coast Condo in Siesta Key

Beautiful, open floor plan is the perfect location vacation. Condo is stocked with everything you will need to enjoy your stay. The resort is quiet and peaceful with direct access to the most beautiful private white sand beach. Also enjoy the Intra Coastal waterway with fishing and boat dock right on the property in our backyard next to the huge pool and bbq. This is the best of both worlds!!! Individually managed by owners.

May 26 – Jun 2

G$50,817 GYD per night

Superhost

Condo in Sarasota

4.85 out of 5 average rating, 47 reviews

* Beautiful 1BR Beach Condo minutes to Gulf *

This newly renovated beautiful 1 bedroom, 1 full bath condo sleeps up to 4 and is just a short walk to the #1 beach in the USA! Siesta Key has so much to offer along with its beautiful white sand beaches. Enjoy a variety of unique and fine dining experiences, bike and watersport rentals, exquisite shopping venues, cafes, ice cream shops, and of course, great weather! Once you stay here you will definitely want to come back!

Aug 9 – 16

G$25,753 GYD per night

Guest favorite

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 4 – 11

G$31,003 GYD per night

Guest favorite

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 19 – 26

G$31,292 GYD per night

Guest favorite

Condo in Siesta Key

4.96 out of 5 average rating, 105 reviews

Siesta Key Condo. Checkout our great rates!

Our beautiful Siesta Key condo is located a short stroll from the famous Siesta Key beach with its beautiful quartz sand and amazing sunsets. The Midnight Cove II condominium complex has private beach access with outstanding amenities and is very family friendly, come and enjoy the natural beauty this complex and all Siesta Key has to offer.

Aug 11 – 18

G$32,632 GYD per night