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Condo vacation rentals in Siesta Key

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Top-rated condo rentals in Siesta Key

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Condo in Sarasota

4.8 out of 5 average rating, 199 reviews

Near beach. Pool view. King bed. Daily rentals

The ‘pool view’ overlooks the swimming pool & has a private covered porch for shade 1 bed 1 bath w/ private entrance. The bedroom has a king sized Tempurpedic mattress bed. The living room has a kitchenette area with a fridge, freezer, microwave, coffee maker and the essentials. There is a HD smart TV with cable and apps. Separate bedroom with King size Tempurpedic bed 3 mins walk to Crescent beach access You can walk to a great choice of places to eat and drink Max 2 guests No smoking, pets

Jan 9 – 16

G$19,288 GYD per night

Condo in Siesta Key

4.82 out of 5 average rating, 233 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!

May 10 – 17

G$35,036 GYD per night

Condo in Sarasota

4.96 out of 5 average rating, 120 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 11 – 18

G$31,836 GYD per night

Condo in Siesta Key

4.96 out of 5 average rating, 275 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.

Jan 11 – 18

G$95,703 GYD per night

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 4 – 11

G$85,546 GYD per night

Condo in Sarasota

4.95 out of 5 average rating, 123 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$42,743 GYD per night

Condo in Siesta Key

4.82 out of 5 average rating, 131 reviews

The Key to a Great Vacation!

Welcome to our one bedroom, one bath (4 piece) main floor condo. Recently renovated. Freshly painted with new furniture, a brand new king size memory foam mattress with contemporary decoration (with queen size pull out couch). Easily accessible with no steps to climb and close, convenient parking right outside the front door. Quiet, peaceful and near both Siesta Key Beach and the condo pool ensure a wonderful vacation. Walk across the street and enjoy one of the best beaches in the world.

Nov 2 – 9

G$43,113 GYD per night

Condo in Longboat Key

4.97 out of 5 average rating, 148 reviews

Charming Condo on the Coast!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with complimentary chairs and umbrellas. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

Dec 14 – 21

G$66,079 GYD per night

Condo in Siesta Key

4.81 out of 5 average rating, 284 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

Dec 16 – 23

G$80,113 GYD per night

Condo in Siesta Key

4.87 out of 5 average rating, 209 reviews

Siesta Key Beach Community!

Two bedroom, one bath fully furnished condo. Fantastic location on Siesta Key. local bus goes to nearby Siesta Village & #1 beach in the US. Heated pool, tennis court and clubhouse. BBQ, picnic area and fishing pier located on the bay side. one king bed and one full. Siesta beach is less than a mile with free parking and crescent beach is a 10 minute walk.

Jun 5 – 12

G$26,246 GYD per night

Condo in Siesta Key

4.85 out of 5 average rating, 131 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.

Aug 21 – 28

G$31,306 GYD per night

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 29 – Sep 5

G$32,647 GYD per night

Vacation rentals for every style

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Popular amenities for Siesta Key condo rentals

Free parking on premises

Air conditioning

Condo rentals with a pool

Condo in Siesta Key

4.96 out of 5 average rating, 103 reviews

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

Oct 11 – 18

G$74,809 GYD per night

Condo in Siesta Key

4.93 out of 5 average rating, 182 reviews

Steps away from beach and village! #1 in Siesta!

Oct 22 – 29

G$63,559 GYD per night

Condo in Siesta Key

4.82 out of 5 average rating, 193 reviews

New: Cozy 1BR Beach Condo on Siesta Key!!!

Dec 14 – 21

G$44,775 GYD per night

Condo in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Dec 14 – 21

G$27,390 GYD per night

Condo in Longboat Key

4.93 out of 5 average rating, 144 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Oct 27 – Nov 3

G$64,264 GYD per night

Condo in Bradenton

4.94 out of 5 average rating, 108 reviews

Newly remodeled cozy 2 bed/2.5 bath townhome

Sep 19 – 26

G$30,352 GYD per night

Condo in Siesta Key

4.93 out of 5 average rating, 215 reviews

Private Siesta Key Escape

Oct 3 – 10

G$80,563 GYD per night

Condo in Sarasota

4.91 out of 5 average rating, 215 reviews

New Renovation! Walk to Beach, Pool, Restaurants!

Jan 24 – 31

G$54,212 GYD per night

Condo rentals with a hot tub

Condo in Siesta Key

4.97 out of 5 average rating, 110 reviews

Siesta Key For Me @ The Palm Bay Club

Dec 13 – 20

G$66,179 GYD per night

Condo in Bradenton Beach

4.91 out of 5 average rating, 129 reviews

Beachfront condo in paradise

Apr 20 – 27

G$83,891 GYD per night

Condo in Siesta Key

4.92 out of 5 average rating, 137 reviews

Siesta Key Serenity At The Palm Bay Club

Nov 17 – 24

G$63,448 GYD per night

Condo in Longboat Key

4.82 out of 5 average rating, 159 reviews

Updated Beachfront Condo at Prestigious Long Boat

Dec 7 – 14

G$127,084 GYD per night

Condo in Holmes Beach

4.96 out of 5 average rating, 116 reviews

Beautiful beachfront condo for perfect vacation

Jul 20 – 27

G$53,462 GYD per night

Condo in Bradenton

4.98 out of 5 average rating, 169 reviews

Shorewalk full condo IMG Beaches Anna Maria

Dec 1 – 8

G$35,840 GYD per night

Condo in Bradenton

4.98 out of 5 average rating, 144 reviews

Luxury 3/3 Margaritaville Resort

Aug 19 – 26

G$59,445 GYD per night

Condo in Saint Pete Beach

4.94 out of 5 average rating, 161 reviews

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

Aug 11 – 18

G$44,909 GYD per night

Family-friendly condo rentals

Condo in Siesta Key

4.9 out of 5 average rating, 203 reviews

Sea Club 2 Condo Siesta Key

Feb 5 – 12

G$75,644 GYD per night

Condo in Longboat Key

4.8 out of 5 average rating, 212 reviews

SRQ/Longboat Key Beach - kid friendly/romantic B1

Oct 13 – 20

G$40,915 GYD per night

Condo in Bradenton Beach

4.82 out of 5 average rating, 217 reviews

A+ location! Steps to beach, walk to Bridge St! #1

Nov 13 – 20

G$49,314 GYD per night

Condo in Bradenton Beach

4.89 out of 5 average rating, 120 reviews

Your Tropical Paradise Destination

Oct 12 – 19

G$40,068 GYD per night

Condo in Holmes Beach

4.91 out of 5 average rating, 158 reviews

Anna Maria Beach Place...footsteps to the sands

Apr 3 – 10

G$47,139 GYD per night

Condo in Sarasota

4.7 out of 5 average rating, 107 reviews

Best Deals on Siesta Key

Nov 16 – 23

G$32,399 GYD per night

Condo in Sarasota

4.97 out of 5 average rating, 66 reviews

Location,Location,Location-Beachfront-Siesta Key

Nov 19 – 26

G$83,768 GYD per night

Condo in Sarasota

4.84 out of 5 average rating, 73 reviews

5213B Calle Menorca - Siesta Key Village Condo

Nov 13 – 20

G$61,654 GYD per night

Quick stats about condo rentals in Siesta Key

Total rentals
820 properties
Rentals with a pool
640 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
670 properties are a good fit for families
Total number of reviews
13K reviews
Nightly prices starting at
G$14,636 GYD before taxes and fees

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