
Search Legacy Trail Condo Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Legacy Trail condo rentals

1. A Beach Retreat
A Beach RetreatCasey Key
9.2 out of 10, Wonderful, (697 reviews)
The price is AU$296
includes taxes & fees
4 Nov - 5 Nov

2. Captiva Beach Resort
Captiva Beach ResortSouth Village
9.0 out of 10, Wonderful, (1,332 reviews)
The price is AU$272
includes taxes & fees
3 Nov - 4 Nov

3. Ivory & Ocean •walk to Lido beach •private patio
Ivory & Ocean •walk to Lido beach •private patioLido Key
10.0 out of 10, Exceptional, (6 reviews)
The price is AU$338
includes taxes & fees
5 Nov - 6 Nov

4. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily RentalsSouth Village
9.6 out of 10, Exceptional, (49 reviews)
The price is AU$343
includes taxes & fees
3 Nov - 4 Nov

5. Oceanfront Bliss–Longboat Key Beach 106 by RVA
Oceanfront Bliss–Longboat Key Beach 106 by RVALongboat Key
8.8 out of 10, Excellent, (108 reviews)

6. Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot TubsBradenton
9.8 out of 10, Exceptional, (128 reviews)
The price is AU$425
includes taxes & fees
3 Nov - 4 Nov

7. 1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beach
1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beachSouth Village
8.8 out of 10, Excellent, (89 reviews)
The price is AU$434
includes taxes & fees
3 Nov - 4 Nov

8. Resort Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
Resort Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot TubsBradenton
9.8 out of 10, Exceptional, (163 reviews)
The price is AU$418
includes taxes & fees
3 Nov - 4 Nov

9. Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
Walk to the Beach and More from this Fully Renovated Unit W/ Heated PoolSiesta Key
9.4 out of 10, Exceptional, (100 reviews)
The price is AU$503
includes taxes & fees
3 Nov - 4 Nov

10. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental GetawaySiesta Key
9.2 out of 10, Wonderful, (145 reviews)

11. Bright Lakeview Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
Bright Lakeview Condo Near IMG & Anna Maria Island with Heated Pools & Hot TubsBradenton
10.0 out of 10, Exceptional, (132 reviews)
The price is AU$441
includes taxes & fees
9 Nov - 10 Nov

12. Chadwick Cove Resort & Marina
Chadwick Cove Resort & MarinaManasota Key
8.8 out of 10, Excellent, (31 reviews)
The price is AU$870
includes taxes & fees
3 Nov - 4 Nov

13. Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG
Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMGBradenton
9.4 out of 10, Exceptional, (34 reviews)
The price is AU$285
includes taxes & fees
3 Nov - 4 Nov

14. Heart of Village: Dog-Friendly w/ Pool & Parking
Heart of Village: Dog-Friendly w/ Pool & ParkingSiesta Key Village
9.2 out of 10, Wonderful, (17 reviews)
The price is AU$502
includes taxes & fees
17 Nov - 18 Nov

15. Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open Layout
Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open LayoutBradenton
10.0 out of 10, Exceptional, (13 reviews)
The price is AU$378
includes taxes & fees
3 Nov - 4 Nov

16. Silver Sands Serenity – Unit 234 by RVA
Silver Sands Serenity – Unit 234 by RVALongboat Key
9.4 out of 10, Exceptional, (35 reviews)

17. 2BR Beach Style w Pool Beach Club Siesta 204C RVA
2BR Beach Style w Pool Beach Club Siesta 204C RVASouth Village
9.0 out of 10, Wonderful, (81 reviews)
The price is AU$584
includes taxes & fees
6 Nov - 7 Nov

18. Best views of the beach from your balcony Unit 301
Best views of the beach from your balcony Unit 301Longboat Key
9.8 out of 10, Exceptional, (94 reviews)
The price is AU$548
includes taxes & fees
3 Nov - 4 Nov

19. The Beach on Longboat Key #227 Resort by RVA
The Beach on Longboat Key #227 Resort by RVALongboat Key
9.2 out of 10, Wonderful, (92 reviews)
The price is AU$461
includes taxes & fees
3 Nov - 4 Nov

20. Ground Floor Lakeview Condo Near Anna Maria & IMG with Heated Pools & Hot Tubs
Ground Floor Lakeview Condo Near Anna Maria & IMG with Heated Pools & Hot TubsBradenton
9.8 out of 10, Exceptional, (210 reviews)
The price is AU$425
includes taxes & fees
3 Nov - 4 Nov
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.
Find holiday rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Legacy Trail Hotel Reviews
Find out more about Legacy Trail
Legacy Trail Condo Rentals information
Number of reviews | 3,354 |
|---|---|
Accommodation | 0 Condo Rentals |
Lowest Price | AU$272 |
Highest Price | AU$870 |
Explore a world of travel with Expedia
- Family
- Runaway Bay Resort by BBG
- Bradenton Beach Hotels
- Caravan Parks in Bradenton
- 3
- 9 Mi to Beaches
- Flamingo Royale — Beach Luxury Resort
- Welcome to Shangri
- Ramon's COASTAL ESCAPE
- The "Love shack" Bungalow
- Villa Madeira
- Resort in Brandon
- B&B in Casey Key
- Apartments in Clearwater
- Villas in Clearwater Beach
- Condo Rentals in Clearwater
- Cortez Hotels
- Saltwater Serenity
- Cottages in Holmes Beach
- Pelican Place at The Nautilus · Tennis & Pickleball · Steps to Beach
- Ami Escape! Direct Beach Access
- Beachfront Escape at Martinique South
- Hidden Cove #4! Beachfront Townhouse with Gulf Views and Pool Access
- Style of the Isle within walking distance to the beach
- Hotels near IMG Academy
- Hilton Hotels in Lido Key
- Villas in Madeira Beach
- Apartments in Mulberry
- New tiny house available in the country on a 5 acre motocross track MX
- Renovated Tranquil 3
- Osprey Hotels
- Keyt's Key
- Brownbunnyb&B — Immaculate Private Room in Picturesque Palmetto
- Ben's Bungalow by the Beach
- Casa Del Mar Longboat Key
- Compass Hotel by Margaritaville Anna Maria Sound
- Inn at the Beach
- Lgbt Welcoming Hotels in Sarasota
- Modern Coastal Home near Siesta Key and Downtown
- Sandy Shores Villa near Sieta Key and other beaches
- Sea Club I Beach Resort
- Sea Turtle
- Seaside at Anna Maria Island Inn
- Slice of Sarasota's paradise. Sarasota Waterfront
- The Mermaid at Tiny House Siesta
- The Resort at Longboat Key Club
- The Ringling Estate in Sarasota
- The Shiny Diamond in Sarasota. 10 minutes to SIESTA BEACH
- Tropical Beach Resorts
- Sarasota Hotels
- Beach Hotels in Siesta Key
- Coastal Breeze Siesta Entire 4
- Near Siesta Key Beach
- Gertrude's Siesta
- Gertrude's Siesta
- The Upper Deck in Siesta Key
- New LISTING! The Village Breeze (2 units) 4BR/4Bath Pool
- Siesta Key Hotels
- Holiday Homes in Sydney
- Resort in Sydney
- Condo Rentals in Tampa
- Beach Hotels in Venice
- Lgbt Welcoming Hotels in Venice
- Pet Friendly Hotels in Whitfield Estates
- Flights to Anna Maria Island
- Flights to Osprey
- Flights to Sarasota
- Flights to Siesta Key
- Flights from Sarasota-Bradenton Intl.
- Flights from Auckland (AKL) to Sarasota (SRQ)
- Flights from Brisbane (BNE) to Sarasota (SRQ)
- Flights from Boston (BOS) to Sarasota (SRQ)
- Flights from Dallas (DFW) to Sarasota (SRQ)
- Flights from New York (JFK) to Sarasota (SRQ)
- Flights from Los Angeles (LAX) to Sarasota (SRQ)
- Flights from Melbourne (MEL) to Sarasota (SRQ)
- Flights from Perth (PER) to Sarasota (SRQ)
- Flights from Raleigh (RDU) to Sarasota (SRQ)
- Flights from San Francisco (SFO) to Sarasota (SRQ)
- Flights from Sydney (SYD) to Sarasota (SRQ)



























































