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Beach condo vacation rentals in Siesta Key

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Top-rated beach condo rentals in Siesta Key

Guests agree: these beach condos are highly rated for location, cleanliness, and more.

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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

$165 CAD per night

Condo in Siesta Key

4.83 out of 5 average rating, 286 reviews

[Sunny in Siesta] King bed+5 minute walk to beach

Your relaxing beach vacation awaits! Enjoy the island life from a freshly remodeled condo. Quick stroll to the #1 beach in the US. Public Access #12 (5 min walk) or hop on the free trolley to Siesta Beach & the Village. Can’t beat this location...Walk to Crescent Club, Captain Curt’s, Big Water Fish Market, Daquiri Deck & more. Beach gear includes- wagon., 2 chairs, small cooler and beach towels. 2 Bikes available to rent ($35 per bike) King bed BEAUTY REST BLACK & queen sofa bed.

Oct. 9 – 16

$380 CAD 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

$292 CAD per night

Guest favourite

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

$251 CAD per night

Guest favourite

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.

Mar. 9 – 16

$730 CAD per night

Guest favourite

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

$337 CAD per night

Guest favourite

Condo in Longboat Key

4.97 out of 5 average rating, 148 reviews

Sunset Views - Open May 13 & 14 - $175/nt!

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!

Apr. 6 – 13

$510 CAD per night

Guest favourite

Condo in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

Dec. 14 – 21

$211 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.

Oct. 10 – 17

$594 CAD per night

Guest favourite

Condo in Sarasota

4.89 out of 5 average rating, 127 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. 22 – 29

$251 CAD per night

Guest favourite

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. 11 – 18

$193 CAD per night

Guest favourite

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.

Nov. 6 – 13

$278 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Apartments

Convenient locations with everyday essentials

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Quaint homes, peaceful surroundings

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A space that's all yours, with room for everyone

Popular amenities for Siesta Key beach condo rentals

Free parking on premises

Air conditioning

Beachfront condo rentals

Guest favourite

Condo in Siesta Key

4.83 out of 5 average rating, 122 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

Jan. 4 – 11

$673 CAD per night

Guest favourite

Condo in Longboat Key

4.93 out of 5 average rating, 144 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Sep. 7 – 14

$471 CAD per night

Guest favourite

Condo in Siesta Key

4.82 out of 5 average rating, 193 reviews

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

Dec. 14 – 21

$353 CAD per night

Guest favourite

Condo in Sarasota

4.91 out of 5 average rating, 215 reviews

New Renovation! Walk to Beach, Pool, Restaurants!

Jan. 24 – 31

$426 CAD per night

Condo in Siesta Key

4.89 out of 5 average rating, 118 reviews

Siesta Key Beach Escape

Nov. 1 – 8

$633 CAD per night

Guest favourite

Condo in Venice

4.86 out of 5 average rating, 140 reviews

The Studio at the Beach 56

May 28 – Jun. 4

$212 CAD per night

Guest favourite

Condo in Longboat Key

4.8 out of 5 average rating, 212 reviews

SRQ/Longboat Key Beach - kid friendly/romantic B1

Nov. 13 – 20

$309 CAD per night

Guest favourite

Condo in Venice

4.82 out of 5 average rating, 219 reviews

Updated beachy condo - ready for you!

Dec. 12 – 19

$218 CAD per night

Pet-friendly beach condo rentals

Guest favourite

Condo in Siesta Key

4.89 out of 5 average rating, 151 reviews

Cozy Siesta Key studio 5 minute walk to Village

Apr. 13 – 20

$475 CAD per night

Guest favourite

Condo in Holmes Beach

4.99 out of 5 average rating, 125 reviews

Beach Escape - Make Memories on Anna Maria Island!

Apr. 20 – 27

$615 CAD per night

Guest favourite

Condo in Bradenton

4.98 out of 5 average rating, 144 reviews

Luxury 3/3 Margaritaville Resort

Aug. 19 – 26

$458 CAD per night

Guest favourite

Condo in Holmes Beach

4.93 out of 5 average rating, 140 reviews

Blanco at Sunset Villas on Anna Maria Island

Sep. 17 – 24

$497 CAD per night

Guest favourite

Condo in Nokomis

4.83 out of 5 average rating, 140 reviews

Private Beachside Kitchenette

Jul. 7 – 14

$542 CAD per night

Guest favourite

Condo in Siesta Key

4.92 out of 5 average rating, 88 reviews

NO Stairs, beachfront & short walk to the village!

Sep. 25 – Oct. 2

$1,146 CAD per night

Guest favourite

Condo in Venice

5.0 out of 5 average rating, 18 reviews

Beach condo 5 Close to dntwn King bed Dog Friendly

Aug. 28 – Sep. 4

$231 CAD per night

Guest favourite

Condo in Siesta Key

4.9 out of 5 average rating, 88 reviews

Siesta Village Short Walk to Beach w heated Pool

Aug. 19 – 26

$510 CAD per night

Luxury beach condo rentals

Guest favourite

Condo in Siesta Key

4.93 out of 5 average rating, 182 reviews

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

Mar. 16 – 23

$983 CAD per night

Condo in Sarasota

5.0 out of 5 average rating, 3 reviews

Oceanfront, Beach, Siesta Key, Ocean Eyes

Sep. 1 – 8

$1,117 CAD per night

Guest favourite

Condo in Sarasota

5.0 out of 5 average rating, 10 reviews

Stunning Ocean-View Penthouse, 20 steps to Beach!

Jul. 18 – 25

$1,172 CAD per night

Condo in Sarasota

4.85 out of 5 average rating, 39 reviews

BEACH FRONT PARADISE

Jul. 30 – Aug. 6

$1,017 CAD per night

Guest favourite

Condo in Siesta Key

4.93 out of 5 average rating, 90 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

Dec. 21 – 28

$1,002 CAD per night

Guest favourite

Condo in Longboat Key

4.96 out of 5 average rating, 45 reviews

Beach View Condo-Quiet & Secluded Private Beach

Feb. 3 – 10

$1,142 CAD per night

Guest favourite

Condo in Siesta Key

4.97 out of 5 average rating, 35 reviews

Spacious (2400 SF) & Modern 3BR+Across From Beach!

Dec. 28 – Jan. 4

$956 CAD per night

Condo in Bradenton Beach

4.92 out of 5 average rating, 24 reviews

Sandcastle Dreams

Jun. 8 – 15

$1,193 CAD per night

Destinations to explore