Sanibel Island Villas - Vacation Rentals in Surfside Estate

Queen Bed Accessible|Nsmk From US $140
         

10.0 (110 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Bali Serenity Cottage Less Than 2 Mi to Kayaking! From US $225
         

9.0 (2 Reviews)
Apartment
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Centrally Located Merritt Island Home: Pool, Porch From US $409
         

Queen Bed|Kitchenette|Non-Smoking From US $160
         

10.0 (86 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
1 Bedroom Suite| Kitchenette From US $191
         

10.0 (82 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Hidden gem just a drive from the beach and village From US $239
         

10.0 (75 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
King Bed|Non-Smoking From US $152
         

10.0 (73 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

Luxury Places to Stay in Surfside Estate

Over 395+ Luxury Places to Stay in or Near Surfside Estate
Waterfront 4BR w/pool, hot tub & sauna From US $852
         

Luxury 5 bedroom waterfront with dock From US $810
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Sports/Activities
Two Waterfront Townhomes-Cape Crossing Resort From US $734
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Space Coast After Hours From US $714
         

4BR retreat - pool, hot tub & garden views From US $656
         

Top-Rated Vacation Rentals with a Pool in Surfside Estate

Over 204+ Top-Rated Vacation Rentals with a Pool in or Near Surfside Estate
Merritt Island Home with Grill & Saltwater Pool From US $436
         

Brian and Sarahs Hidden Gem From US $552
         

10.0 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Oasis w/Private Heated Pool & Dock From US $447
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
⛵️Cape Crossing Resort 🚀🚢 🐠⛱️ From US $487
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Waterfront Condo: Pool, Hot Tub & Water Views! From US $512
         

10.0 (10 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Surfside Estate

Over 167+ Pet-Friendly Vacation Rentals in or Near Surfside Estate
Centrally located waterfront home From US $445
         

10.0 (48 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet-Friendly Merritt Island Home w/Heated Pool From US $391
         

Pet-friendly Merritt Island Home w/Heated Pool From US $292
         

Cozy One-bedroom Suite in Central Merritt Island From US $141
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Shangri La: Waterfront Boat Bungalow with Resort Access! From US $362
         

10.0 (13 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 3-Bedroom Home Near Florida’s Space Coast From US $290
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
3BR Townhouse From US $460
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Surfside Estate

Over 25+ Large Vacation Homes & Villas in or Near Surfside Estate
Cape Crossing 104 From US $231
         

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9.3 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet-Friendly Merritt Island Home w/Heated Pool From US $340
         

9.8 (42 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront retreat near beach w/private pool From US $302
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Surfside Estate

Over 53+ Wheelchair Accessible Vacation Homes in or Near Surfside Estate
Waterfront Stateroom 3-Bedroom From US $495
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Harmony Unit with Gazebo, Close to the Ocean! From US $175
         

8.3 (3 Reviews)
Apartment
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Luxury Condo with Pool and Gym at Cape Crossing From US $186
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Stateroom Elite From US $471
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Stateroom Elite 3-Bedroom From US $508
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Waterfront Stateroom From US $468
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Captain's Stateroom: Views, Pool & Hot Tub! From US $528
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Stateroom Elite From US $424
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Surfside Estate Vacation Rentals and Airbnb Places to Stay Under $200

Over 107+ Surfside Estate Vacation Rentals and Airbnb Places to Stay Under $200
2 Full Beds|Non-Smoking From US $148
         

10.0 (70 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Unique Houseboat Rental From US $197
         

8.9 (58 Reviews)
Resort
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Dolphins Vacation Rental From US $195
         

9.6 (96 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Prime Location! 5min to the Beach/Cruises From US $180
         

9.8 (77 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bradley’s Urban Oasis Cozy beach vibe retreat From US $192
         

Waterfront Ranch on Sykes Creek near Cocoa Beach From US $170
         

Instantly Bookable Vacation Homes in Surfside Estate

Over 235+ Instantly Bookable Vacation Homes in or Near Surfside Estate
Merritt Island Home w/Boat Dock on Canal Front! From US $274
         

Bahama Breeze Retreat From US $283
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Avalon 2-Bedroom Floating Home From US $462
         

10.0 (5 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • TV
3BR Townhouse From US $437
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Merritt Island Trent Art House From US $220
         

10.0 (3 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Merritt Island Townhouse: Family Fun Near the River! From US $495
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

About Surfside Estate Vacation Rentals

With more than 404 Surfside Estate vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Sanibelislandvillas 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 Surfside Estate.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sanibelislandvillas Surfside Estate, 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 Surfside Estate. Places to stay near Surfside Estate are 709.84 ft² on average, with prices averaging US $312 a night.

Sanibelislandvillas makes it easy and safe to find and compare vacation rentals in Surfside Estate 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 Surfside Estate

Type Count
Vacation Homes 246
Holiday Apartments 20
Hotels 14
Cottages 12
Resorts 4
B&B 3
Villas 2
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Surfside Estate

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

Weather in Surfside Estate

View the weather forecast for Surfside Estate before booking your Surfside Estate 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

Surfside Estate Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Surfside Estate?

There are a lot of options in Surfside Estate. If you plan on staying in the Surfside Estate area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Surfside Estate:

How many vacation rentals are available in Surfside Estate?

Currently, the total number of properties listed in 2026 is over 404 in the Surfside Estate area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Surfside Estate.