Resort Rentals

We invite you to take a tour of our properties to find the perfect Florida vacation rental for your Florida beach vacation. You can check our rates and policies conveniently online. Our dedicated team of professionals is just a click away to assist you in planning your Florida family beach vacation and to provide the support you need to enjoy our tropical islands in one of our comfortable vacation rentals.


Please note that during certain months such as: February, March, June, July, and August, availability may be limited to Saturday-Saturday stays. For the best search results, please select "Flex Dates" in your search to see all possible options for your stay


Properties Available 398 properties available
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top reasons to Book: • All the Amenities-Beachfront heated pool onsite shuffleboard and shared BBQ grills! • Take in unforgettable beachfront views and warm sunshine from your private
Caprice 501
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (98 Reviews)
**CONSTRUCTION NOTICE: The North and South POOLS, all hot tubs, cabanas and clubhouse are currently closed. Restoration work is currently taking place on grounds. The CLUBHOUSE POOL HAS REOPENED! ***Top Reasons to Book this Condo:* Stunning Beachfront Condo * THREE luxurious swimming pools, hot tubs, an outdoor grilling area, fitness center, and
Tides 1-211
Condo
Bedrooms 4 bedrooms
Bathrooms 3 Full, 1 Half
Guests 8 guests
Rating 5 (2 Reviews)
Top Reasons To Book This Beachfront Condo:* Beautiful and Spacious Condo Directly on Madeira Beach* 3 Balconies - Main Balcony Overlooking the Beach and Gulf of Mexico* Onsite Heated Beachside Pool with Lounge Chairs * Direct Beach Access—Step Off the Pool Deck onto the Sand* Professionally Managed, 24/7Welcome to Trillium 2A, a beautiful and s
Trillium 2A - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (85 Reviews)
** THE POOL IS CURRENTLY CLOSED FOR MAINTENANCE. There may be noise onsite while restoration work is ongoing. **Top reasons to book Sea You at the Beach at Holiday Villas III: • Best of both worlds! Gorgeous sunrises from your private balcony, famous sunsets in your back yard• Onsite amenities include an outdoor heated pool, a community grilli
Holiday Villas III #109 - Sea You at the Beach
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 5 (13 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleybal
Land's End 1-306 Bay Front- Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (12 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball,
Land's End 8-204 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (52 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. ****NOTICE: SUNSET VISTAS WILL BE DOING A WALKWAY RESURFACING PROJECT THROUGH EACH BUILDING AND ON EACH FLOOR NOVEMBER 2025 - ESTIMATED END OF JANUARY 2026. SOME NOISE AND FLOOR CLOSURES
Sunset Vistas 407S
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (66 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book this Beachfront Condo: * Easy Access to the Onsite Heated Pool and Hot Tub* Private Balcony with Beach Views* Gated Community Loaded with Amenities* Professionally
Land's End 9-301 Beach Front-Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (10 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book: • Awesome new updates!! • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos,
Land's End 3-205 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (18 Reviews)
***NOTICE: THE POOL IS CURRENTLY CLOSED. Work is still ongoing and hopeful to be complete by March 2026 - Dates could vary. ***Top Reasons to Book: • Take in unforgettable panoramic beachfront views and warm sunshine from your private balcony. • Short drive to St Petersburg- loaded with great museums, shops and restaurants. • Shared outdoor pool
Emerald Isle 604
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (46 Reviews)
Top Reasons To Book This Condo:* Private Balcony Overlooking the Gulf, Beach, and Pool Deck—Perfect for Sunsets!* Easy Beach Access Just Steps From Your Front Door* Beachside Heated Pool, Hot Tub, Pool Deck with Lounge Chairs* Beautiful and Spacious Beachfront Condo at San Remo in Redington Shores* Professionally Managed, 24/7Welcome to San Re
Specials Tag Special
New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

San Remo 206
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
 New Property!
Top Reasons to Book this Home: * Easy Walk to Beach Access - .1 Mile/3 Minutes!* Single Family Home to Yourself* 2 Private Decks* Great Location - Walking Distance to Restaurants and Shopping* Professionally ManagedWelcome to Beach Please! This spacious and inviting two-story single-family home offers 3 bedrooms and 3 full bathrooms, comfort
Beach Please
House
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 6 guests
Rating 5 (1 Reviews)

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