Hotel Bookings Ai - Vacation Rentals in Bay Isles

Key Gulf View 302 From US $128
         

New
Hotel
  • Air Conditioner
  • Parking
  • Pool
The St. Regis Longboat Key Resort From US $1,247
         

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9.8 (71 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The St. Regis Longboat Key Resort From US $741
         

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9.0 (23 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Zota Beach Resort From US $299
         

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8.7 (491 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Bay Isles

Over 815+ Luxury Places to Stay in or Near Bay Isles
1001 Longboat Club Road by FGC From US $1,051
         

Coastal Elegance by FVC From US $1,000
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Bay Isles

Over 677+ Top-Rated Vacation Rentals with a Pool in or Near Bay Isles
Take a peek awesome reviews 50 feet from sand From US $367
         

10.0 (143 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
50 ft from sand, Private Island 125 +review From US $368
         

10.0 (131 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Island Time: Open Wednesday, $225/nt + Fees! From US $418
         

10.0 (125 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Unit #218 Sand Cay Beach Resort Gulf Front From US $518
         

10.0 (68 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Bay Isles

Over 69+ Pet-Friendly Vacation Rentals in or Near Bay Isles
Spectacular Sarasota Bay Views from all rooms From US $225
         

4.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet Friendly Longboat Key Condo with View of Gulf From US $150
         

9.6 (89 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 1-bedroom, beachfront condo in marvelous Longboat Key From US $316
         

Large Vacation Homes & Villas in Bay Isles

Over 26+ Large Vacation Homes & Villas in or Near Bay Isles
1901 Harbour Links Circle #1 by RVA From US $359
         

Bright and Sunny Oceanfront Villa With Pool + Lanai | Hosts 6 From US $784
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Villa Sereno Summary: From US $885
         

New
House
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Bay Isles

Over 356+ Wheelchair Accessible Vacation Homes in or Near Bay Isles
Beachcomber unit 204 From US $496
         

10.0 (22 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Longboat Bay Club by Coolvacay From US $424
         

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10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachcomber unit 202 From US $490
         

9.8 (18 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachcomber unit 303 From US $329
         

9.8 (42 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Unit #217 Sand Cay Beach Resort Gulf Front From US $540
         

9.8 (70 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Arbomar 302 Gulf Front 2 BR by FVC From US $319
         

9.8 (7 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Bay Isles Vacation Rentals and Airbnb Places to Stay Under $200

Over 112+ Bay Isles Vacation Rentals and Airbnb Places to Stay Under $200
Beachview 2 BR/2 BA Beachplace condo by FVC From US $163
         

9.8 (7 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Sunset Sanctuary From US $194
         

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New
House
  • Air Conditioner
  • Parking
  • View
Beachplace building 4 unit 503 by FVC From US $196
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachplace 10-402 by FVC From US $196
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachplace 11-302 by FGC From US $186
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachplace 11-305 (3BR) by FGC From US $200
         

8.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Bay Isles

Over 489+ Instantly Bookable Vacation Homes in or Near Bay Isles
Beachcomber unit 501 From US $335
         

9.6 (20 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachcomber unit 403 From US $330
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Unit #311 Sand Cay Beach Resort Pool View From US $445
         

9.4 (48 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachcomber unit 207 From US $358
         

9.4 (3 Reviews)
Condo
  • TV
  • View
  • Ocean View
Beachcomber unit 208 From US $496
         

10.0 (6 Reviews)
Condo
  • TV
  • View
  • Ocean View
Beachcomber unit 302 From US $477
         

10.0 (7 Reviews)
Condo
  • Pool
  • TV
  • View

About Bay Isles Vacation Rentals

With more than 4 Bay Isles vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hotelbookings and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Bay Isles.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hotelbookings Bay Isles, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Bay Isles. Places to stay near Bay Isles are 603.21 ft² on average, with prices averaging US $604 a night.

Hotelbookings makes it easy and safe to find and compare vacation rentals in Bay Isles with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Bay Isles

Type Count
Hotels 4

Use these Quick Filters to Find a Vacation Rental in Bay Isles

Pro Tip: Hotelbookings makes it easy to compare the best listings on Hotelbookings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hotelbookings 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 Isles.

Weather in Bay Isles

View the weather forecast for Bay Isles before booking your Bay Isles Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Bay Isles Vacation Rental Frequently Asked Questions

Which vacation homes in Bay Isles are best for families?

If you are looking for a family-friendly vacation home in Bay Isles, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bay Isles:

How many vacation rentals are available in Bay Isles?

Currently, the total number of properties listed in 2026 is over 4 in the Bay Isles area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Bay Isles.