Delray Beach Luxury Rentals - Vacation Rentals in Bay Island

Dates

Price

Guests

More

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From US $850

         

9.4 (35 Reviews)

House

Casa Leone | Pet Friendly 🐶 on Siesta Key w/Private Heated Pool, Golf Cart, & Putting Green!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $1,078

         

|

10.0 (1 Review)

House

Family friendly with large pool

• Air Conditioner
• Parking
• Pool

• Sarasota
• Bay Isle

View Availability

From US $649

         

10.0 (50 Reviews)

House

The Seagrape Villa -Family Friendly- Luxury Accommodation in Paradise

• Air Conditioner
• Parking
• Pool

• Sarasota
• Bay Isle

View Availability

From US $728

         

|

10.0 (1 Review)

House

Palm Paradise - Pet Friendly Home on Siesta Key w/Large Heated Private Pool & Outdoor Area!

• Parking
• Pool
• Security/Safety

• Sarasota
• Bay Isle

View Availability

From US $769

         

10.0 (29 Reviews)

House

The Beach Bungalow Siesta Key - 205

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $599

         

|

9.7 (3 Reviews)

House

Hemingway House - 117

• Parking
• Pool
• View

• Sarasota
• Bay Isle

View Availability

From US $1,312

         

10.0 (11 Reviews)

House

Your Personal Resort-7BR, Pool, Bocce Ball, Boating & so much more!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $1,931

         

10.0 (7 Reviews)

Villa

Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

• Air Conditioner
• Parking
• Pool

• Sarasota
• Bay Isle

View Availability

From US $1,273

         

10.0 (4 Reviews)

House

Shore Thing | Luxe Pool Oasis, Hot Tub, Siesta Key Beach

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $760

         

10.0 (2 Reviews)

House

Salty Sailfish | Private Pool + Hot Tub + Siesta Key

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $495

         

10.0 (1 Review)

House

Sunset West | Private Pool, Spa, Near Siesta Key Beach & Siesta Key Village

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $757

         

9.8 (122 Reviews)

House

Stunning Siesta Key, . , Walk to Shell Beach, HEATED POOL - Discounts

• Air Conditioner
• Parking
• Pool

• Sarasota
• Bay Isle

View Availability

From US $939

         

9.8 (17 Reviews)

House

Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven

• Air Conditioner
• Parking
• Pool

• Sarasota
• Bay Isle

View Availability

From US $370

         

9.8 (12 Reviews)

House

3 Bedroom House North End of Siesta Key - Short Walk To Shell Beach

• Air Conditioner
• Parking
• TV

• Sarasota
• Bay Isle

View Availability

From US $997

         

|

9.8 (11 Reviews)

House

Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $816

         

9.8 (9 Reviews)

House

Luxurious Paradise with Tiki Bar and Heated Pool, Just Remodeled!

• Air Conditioner
• Parking
• Pool

• Sarasota
• Bay Isle

View Availability

From US $1,067

         

9.6 (40 Reviews)

House

Tropical Siesta Key Home with Incredible Pool, Hot Tub, and Patio!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $411

         

9.6 (15 Reviews)

House

REMODELED, Heated Pool and Spa, POOL Table, games, bikes included!

• Air Conditioner
• Parking
• TV

• Sarasota
• Bay Isle

View Availability

From US $715

         

9.6 (14 Reviews)

House

The Pink Palm on Siesta Key

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $693

         

9.2 (39 Reviews)

House

Palm Paradise - Pet Friendly Home on Siesta Key w/Large Heated Private Pool & Outdoor Area!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $908

         

9.2 (7 Reviews)

House

Siesta Dolce | Luxury Siesta Key Home w/Private Heated Pool, Close To Beach!

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $350

         

9.0 (49 Reviews)

House

Spacious Siesta Key Home with Private Heated Pool – Pet Friendly, Near Beaches

• Air Conditioner
• Parking
• Pet Friendly

• Sarasota
• Bay Isle

View Availability

From US $773

         

New

House

Coastal Escape in Sarasota – Siesta Key Beach & Kayak-Friendly Sandbar

• Air Conditioner
• Pet Friendly
• TV

• Sarasota
• Bay Isle

View Availability

From US $1,169

         

10.0 (56 Reviews)

House

Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach

• Air Conditioner
• Parking
• Pool

• Sarasota
• Bay Isle

View Availability

★ Pro Tip: Delraybeachluxuryrentals makes it easy to compare the best listings on Delraybeachluxuryrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Delraybeachluxuryrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Bay Island.