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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 402 Condo Rentals in Legacy Trail with updated reviews, rates, and availability.

Captiva Beach Resort
Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1081)
"Love Siesta Key"
The price is SAR 673
SAR 887 total
includes taxes & fees
1 May - 2 May
Captiva Beach Resort
Venice Beach Villas
Terrace/patio

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (403)
"We’ve stayed here before and it was an easy decision to book again. The location is perfect, it’s quiet and the manager that booked us in was so nice. We’ll be back and recommend it to anyone else looking for a place to stay in Venice. "
Venice Beach Villas
Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (3)
"Very friendly service!! Jim was amazing ! "
The price is SAR 555
SAR 1,372 total
includes taxes & fees
28 Apr - 29 Apr
Chadwick Cove Resort & Marina
Tradewinds Beach Resort
Private beach nearby, sun loungers, beach towels

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (369)
"Family and I stayed here for spring break and the facilities were awesome. The staff was friendly and helpful. The are is still cleaning up after the hurricane, but it definitely did not affect the fun in the area. We will be planning a return trip."
Tradewinds Beach Resort
Anna Maria Sunsets - studio
Sun loungers, beach towels

Anna Maria Sunsets - studio

9.4 out of 10, Exceptional, (215)
"Very nice! Clean and perfect location!"
The price is SAR 563
SAR 1,070 total
includes taxes & fees
30 Apr - 1 May
Anna Maria Sunsets - studio
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Beach

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

8.0 out of 10, Very Good, (3)
"You couldn’t get a better spot on the beach than this! To wake up every morning and look out the big window, gorgeous!!! Walks on beach, amazing!!! Fantastic location!"
The price is SAR 900
SAR 1,721 total
includes taxes & fees
10 Apr - 11 Apr
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Anna Maria Island - 2/1
Property grounds

Anna Maria Island - 2/1

9.6 out of 10, Exceptional, (148)
"Very convenient. Loved the heated pool and the beach right across the street. We had a little trouble finding our condo in the dark but finally found it. Overall great experience . "
The price is SAR 750
SAR 1,569 total
includes taxes & fees
16 Apr - 17 Apr
Anna Maria Island - 2/1
Bay View Condo, Walking Distance to Beach
Beach nearby

Bay View Condo, Walking Distance to Beach

9.4 out of 10, Exceptional, (34)
"Condo was clean. Every thing worked as expected. Beautiful view and close to beach, pool, and restaurants. Already booked it for next year."
Bay View Condo, Walking Distance to Beach
Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!
A heated pool

Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!

9.4 out of 10, Exceptional, (91)
"Excellent location. Great weather. We especially enjoyed the hot tub and beach."
Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!
Anna Maria Beach Condo 1/1
Beach

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (207)
"Check in process was great, owner was very responsive to questions I had.Would highly recommend this condo. My husband and I enjoyed our 2 week stay! "
The price is SAR 750
SAR 1,587 total
includes taxes & fees
16 Apr - 17 Apr
Anna Maria Beach Condo 1/1
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
On the beach, sun loungers

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

9.6 out of 10, Exceptional, (148)
"This was the perfect location in siesta key. We were right on the beach and enjoyed walking on the shore each day. The staff was super friendly and helpful and the grounds were clean. We are coming back next year and we’ve booked a 2-bedroom place so that we can bring family and friends. "
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach
Beach nearby, sun loungers, beach towels

Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach

9.8 out of 10, Exceptional, (77)
"The beach area was amazing. Only issue was not many towels for an 8 day stay and the main laundry room was closed for renovations. The beach umbrella, wagon, cooler and chairs is great."
The price is SAR 600
SAR 1,528 total
includes taxes & fees
13 Apr - 14 Apr
Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
Outdoor dining

Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

10.0 out of 10, Exceptional, (234)
"Wonderful place to stay on Holmes Beach!"
Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Beach

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

10.0 out of 10, Exceptional, (1)
"Very clean, well provisioned apt, extremely comfortable for 1 person. Bed was comfortable, bedroom was quiet and dark. Great communication from rental manager. Great location in a part of Longboat without many rentals."
The price is SAR 863
SAR 1,625 total
includes taxes & fees
21 Apr - 22 Apr
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway
On the beach

Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway

9.6 out of 10, Exceptional, (53)
"Nnn"
Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway
Welcome to Siesta Dreams at Casa Mar!!
Beach nearby

Welcome to Siesta Dreams at Casa Mar!!

9.8 out of 10, Exceptional, (46)
"Excellent! Perfect! Fun!"
Welcome to Siesta Dreams at Casa Mar!!
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
Beach nearby, sun loungers, beach towels

Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

9.0 out of 10, Wonderful, (56)
"This Siesta Key condo is very cute and clean! We really enjoyed our time relaxing by the pool. The beach was quite a walk for my elderly mother, but they had a lot of other transportation options (Frog Hop was so easy!) nearby. "
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
~ WE ARE OPEN! ~ BEACHFRONT ~ YES! THAT'S YOUR VIEW! ~
On the beach, sun loungers, beach towels

~ WE ARE OPEN! ~ BEACHFRONT ~ YES! THAT'S YOUR VIEW! ~

10.0 out of 10, Exceptional, (134)
"Absolutely beautiful condo with view and only steps to the beach. This was our second year staying here and we couldn’t have asked for a better week in Anna Marie. "
~ WE ARE OPEN! ~ BEACHFRONT ~ YES! THAT'S YOUR VIEW! ~
Fun-n-Sun StepsFromWorld Famous Siesta Beach Spacious 2+2 Condo,pool,garage,wifi
Beach nearby, sun loungers, beach umbrellas, beach towels

Fun-n-Sun StepsFromWorld Famous Siesta Beach Spacious 2+2 Condo,pool,garage,wifi

9.8 out of 10, Exceptional, (140)
"2nd year in a row coming down to Siesta Key for Christmas and 2nd time staying at a property managed by Gail and H. They are attentive and thoughtful hosts and their properties are immaculate and exactly as advertised. We’re already booked to return in November!!"
Fun-n-Sun StepsFromWorld Famous Siesta Beach Spacious 2+2 Condo,pool,garage,wifi
Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club
Outdoor pool, a heated pool

Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club

9.4 out of 10, Exceptional, (14)
"Condo was in great shape. Plenty of space. Everything you need. Check in and out was easy. "
Island Time 504 Siesta Key Beach located Sarasota Surf & Racquet Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Legacy Trail

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4603)
"Wonderful stay. I enjoy that the resort is so close to the beautiful beach and also local dining and shopping."
The price is SAR 698
SAR 874 total
includes taxes & fees
21 Apr - 22 Apr
Tropical Beach Resorts
Anna Maria Beach Resort
On the beach, white sand, beach towels

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (191)
"We had an amazing stay on Anna Maria island. The resort has the best amenities- heated pool and jacuzzi, outdoor games, a beautiful beach and chairs and umbrellas set up. The only downfall was they were doing construction and sandwiched us in between the two rooms they were redoing which was troublesome for us and our little ones as it was very noisy. It wouldn’t keep us from returning though!"
The price is SAR 2,209
SAR 2,795 total
includes taxes & fees
3 Apr - 4 Apr
Anna Maria Beach Resort
Tiny House Siesta
Cabin (Tiny House - Yellow Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services

Tiny House Siesta

2.0 star property
8.2 out of 10, Very Good, (242)
"The tiny house was just what we needed. Only complaint was that the air conditioner spit water when turned down. Great location super cute. Quiet at night! "
The price is SAR 345
SAR 602 total
includes taxes & fees
7 Apr - 8 Apr
Tiny House Siesta
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.