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Siesta Key, FL

Wander Siesta Bliss

Wander Siesta Bliss

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25 guests

13 beds

5.5 bathrooms

1/52

Ocean viewBeach accessOutdoor pool

25 guests

8 bedrooms

13 beds

5.5 bathrooms

5661 sq. ft.

Wander Siesta Bliss is a luxury coastal retreat just a two-minute walk to Siesta Key Beach, featuring a private heated pool and spa, covered outdoor lounge with bar and dining area, indoor game room with ping pong, multiple balconies with Gulf breezes, indoor and wet bar areas, and seamless multi-level living designed for vibrant group getaways.

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Check-in & out

Check-in after 4:00pm • Check-out before 10:00amPets not allowed

Easy cancellation

Cancel within 24 hours for a full refund.

Pristine homes, no to-do lists

Arrive to five star cleaning • No chores at checkout • Just lock up and go

About the property

Wander Siesta Bliss is a luxury coastal retreat just a two-minute walk to Siesta Key Beach, featuring a private heated pool and spa, covered outdoor lounge with bar and dining area, indoor game room with ping pong, multiple balconies with Gulf breezes, indoor and wet bar areas, and seamless multi-level living designed for vibrant group getaways.

Hotel-grade amenities

Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.

Common Amenities

  • Wifi
  • Free parking
  • Hot water
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • First aid kit
  • Air conditioning
  • Patio
  • Ocean view
  • Beach access
  • Wet bar

Pool

  • Outdoor pool
  • Hot tub

Patio

  • Outdoor seating
  • Outdoor dining area
  • BBQ Area
  • BBQ Utensils
  • Ceiling fan
  • TV

Deck

  • Outdoor seating
  • Outdoor dining area

Living Room 1

  • TV
  • Ceiling fan

Living Room 2

  • TV
  • Ceiling fan

Dining Room

  • Dining table

Kitchen

  • Oven
  • Cooking basics
  • Stove
  • Microwave
  • Freezer
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Coffee
  • Kettle
  • Tea
  • Spices
  • Silverware
  • Cleaning supplies
  • Wine glasses

Game Room

  • Ping pong table

Bedroom 1

  • Bed linens
  • Closet
  • Hangers
  • Ceiling fan
  • TV
  • Ensuite bathroom
  • Balcony

Bedroom 2

  • Bed linens
  • TV
  • Balcony
  • Ensuite bathroom
  • Ceiling fan

Bedroom 3

  • Bed linens
  • Ceiling fan
  • TV
  • Ensuite bathroom

Bedroom 4

  • Bed linens
  • Ensuite bathroom
  • TV
  • Ceiling fan

Bedroom 5

  • Bed linens
  • Ceiling fan
  • TV

Bedroom 6

  • Bed linens
  • Ceiling fan
  • TV

Bedroom 7

  • Bed linens

Bedroom 8

  • Bed linens

Bathroom 1

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bathroom 2

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bathroom 3

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bathroom 4

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bathroom 5

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Half Bath

  • Bath linens
  • Half bath
  • Toilet
  • Body soap

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Bedroom 5

1 king bed

Bedroom 6

1 queen futon, 1 king bed

Bedroom 7

1 twin bed, 1 full bed, 1 twin trundle bed

Bedroom 8

2 twin beds, 1 twin trundle bed

Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
1 king bed
Bedroom 6
1 queen futon, 1 king bed
Bedroom 7
1 twin bed, 1 full bed, 1 twin trundle bed
Bedroom 8
2 twin beds, 1 twin trundle bed

Where you’ll be

Located just four houses from Siesta Key Beach, this home offers effortless access to the Gulf’s white sand shoreline and is minutes from Siesta Key Village’s restaurants, boutiques, coffee shops, and nightlife. Enjoy boating, paddleboarding, waterfront dining, and easy access to downtown Sarasota’s arts and marina district.

Siesta Key, FL, US
27.2701156-82.5583895
Timezone: America/New_York

Restaurants

Connors Steak & Seafood

Connors Steak & Seafood is an upscale steakhouse specializing in premium aged steaks and fresh seafood, grilled over wood fires for exceptional flavor. With warm, elegant dining rooms and consistently excellent service, it delivers a memorable fine dining experience across multiple locations.

Siesta Key Oyster Bar

Siesta Key Oyster Bar is a laid-back beachside hotspot in Siesta Key Village serving fresh oysters, award-winning wings, and craft cocktails in a fun, eclectic atmosphere complete with dollar bills covering the walls and live music nightly.

Columbia Restaurant

Columbia Restaurant is a legendary Spanish-Cuban establishment founded in 1905 in Tampa's historic Ybor City, renowned for authentic dishes like the Original Cuban Sandwich and tableside-prepared 1905 Salad, all served in an elegant, expansive venue that hosts live flamenco performances.

Owen's Fish Camp -Downtown SRQ

Owen's Fish Camp is a historic downtown Sarasota seafood restaurant nestled under a century-old banyan tree, serving fresh Gulf fish and Southern classics in a lively, casual atmosphere with live music and creative cocktails.

Captain Curt's Crab & Oyster Bar

Discover Captain Curt's Crab & Oyster Bar, a Siesta Key seafood haven famed for its world-winning clam chowder, fresh oysters, and crabs in a lively, nautical vibe with live music and beachy indoor-outdoor seating. Savor Old Florida flavors amid family-friendly fun.[1][2][3][4]

Ocean Prime Sarasota

Ocean Prime Sarasota dazzles with prime steaks, fresh seafood towers, and signature cocktails like Berries + Bubbles, all savored amid a vibrant waterfront ambiance overlooking Sarasota Bay. This two-story gem blends sophisticated elegance with stunning marina views and impeccable hospitality.[1][2][4]

Marina Jack

Marina Jack captivates with stunning Sarasota Bay waterfront views, offering fresh seafood, prime steaks, and pasta in its elegant upstairs Dining Room, casual Blue Sunshine Patio with live music, or cozy Deep Six Lounge. Savor ocean breezes al fresco, dog-friendly vibes, and award-winning wines daily.

Detwiler's Farm Market

Detwiler's Farm Market is a hometown grocery destination offering fresh, locally-sourced produce, quality meats, seafood, and an Amish-style deli with made-to-order sandwiches, complemented by a bakery and ice cream shop for a complete market experience.

St. Armands Circle

I appreciate your request, but I need clarification: you've asked me to write a description for "this restaurant" at St. Armands Circle, but the search results cover multiple restaurants in that area (Columbia Restaurant, Cafe L'Europe, Crab & Fin, Venezia, and others). Could you specify which restaurant you'd like me to describe?

Attractions

St. Armands Circle

St. Armands Circle is a charming outdoor shopping and dining destination on Lido Key featuring over 130 upscale boutiques, galleries, and restaurants arranged in a distinctive circular layout inspired by circus wagon wheels. Perfect for leisurely strollers and culture enthusiasts, it offers European-style ambiance with sidewalk cafés, street performers, and a central park ideal for relaxation between shopping and dining.

Unconditional Surrender - Sarasota, FL

Capture the iconic V-J Day kiss at Sarasota's towering Unconditional Surrender statue, a controversial 25-foot tribute to WWII victory that sparks debate and draws photo ops along the bayfront. History buffs, romantics, and art lovers will adore this provocative landmark.

Siesta Key Watersports

Siesta Key Watersports offers thrilling parasailing, jet ski rentals, and guided dolphin tours perfect for adventure seekers and families alike. With USCG-certified captains, a perfect safety record spanning decades, and activities ranging from high-speed water sports to peaceful wildlife watching, there's something for every comfort level.

Payne Park

Payne Park is a vibrant 29-acre destination featuring a whimsical circus-themed playground, skate park, disc golf course, and scenic trails that appeal to families, outdoor enthusiasts, and athletes of all ages seeking diverse recreational activities in downtown Sarasota.

Bayfront Park

Bayfront Park is a stunning 32-acre waterfront escape in downtown Miami where you can enjoy bay views, public art, performance venues, and activities like flying trapeze classes and free yoga, making it perfect for families, culture enthusiasts, and anyone seeking a blend of relaxation and urban adventure.

Sarasota Art Museum

I'd be happy to help, but I need clarification: which specific activity at Sarasota Art Museum would you like me to describe? The search results show multiple programs including Jazz Thursdays, After Hours dance events, Free Second Sundays, mindfulness classes, architecture tours, and gallery talks. Could you specify which activity interests you?

Pinecraft Amish Community

Discover a unique slice of Amish culture in sunny Florida at Pinecraft, where thousands of snowbirds gather each winter to enjoy recreational sports, authentic handcrafted goods, and legendary homemade pies at family restaurants. Perfect for anyone curious about Amish traditions, food lovers, and families seeking a distinctive cultural experience.

Lido beach

Discover Lido Beach's pristine sands and mangrove tunnels by paddleboard, spotting manatees, dolphins, and vibrant wildlife up close in an immersive eco-adventure. Families and nature lovers will cherish this uncrowded paradise blending relaxation with thrilling exploration.

Marie Selby Botanical Gardens Downtown Sarasota

Explore 15 acres of world-renowned tropical gardens featuring over 6,000 orchids, exotic plants, and a stunning mangrove walkway along Sarasota Bay—perfect for nature lovers, families, and anyone seeking a peaceful botanical escape with breathtaking waterfront views.

Sarasota Opera House

Experience world-class opera performances in an elegantly renovated 1,100-seat historic theater in downtown Sarasota, where you can enjoy classic works like La bohème, The Merry Widow, and Il trovatore alongside fine dining and shopping. Perfect for both seasoned opera enthusiasts and newcomers seeking an unforgettable cultural evening.

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Wander Guarantee Badge

Guests love Wander

Wander's average ratings

Cleanliness
4.8
Location
4.8
Check-in
4.8
Value
4.8
Concierge Quality
4.8
Wow Factor
4.9

Have a question?

24/7 Concierge

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Things to know

Here are some things which you should know before booking Wander Siesta Bliss

HOUSE RULES

Check-in: after 4:00 pm

Check-out: before 10:00 am

25 guests maximum

Pets not allowed

No smoking - fees will apply

Events require approval

CANCELLATION POLICY

Cancel within 24 hours for a full refund.

Before you book

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Feb 26, 2026$725Available
Feb 27, 2026$752Available
Feb 28, 2026$1424Not Available
Mar 1, 2026$1126Not Available
Mar 2, 2026$1126Not Available
Mar 3, 2026$1126Not Available
Mar 4, 2026$1126Not Available
Mar 5, 2026$1362Not Available
Mar 6, 2026$1763Not Available
Mar 7, 2026$1825Not Available
Mar 8, 2026$1401Not Available
Mar 9, 2026$1328Not Available
Mar 10, 2026$1326Not Available
Mar 11, 2026$1332Not Available
Mar 12, 2026$1678Not Available
Mar 13, 2026$1966Not Available
Mar 14, 2026$1670Available
Mar 15, 2026$1532Available
Mar 16, 2026$1523Available
Mar 17, 2026$1519Available
Mar 18, 2026$1489Available
Mar 19, 2026$1498Available
Mar 20, 2026$1734Available
Mar 21, 2026$2446Available
Mar 22, 2026$2512Available
Mar 23, 2026$2484Available
Mar 24, 2026$2469Available
Mar 25, 2026$2477Available
Mar 26, 2026$2514Available
Mar 27, 2026$2833Available
Mar 28, 2026$3696Not Available
Mar 29, 2026$2716Not Available
Mar 30, 2026$2646Not Available
Mar 31, 2026$2435Not Available
Apr 1, 2026$2608Not Available
Apr 2, 2026$3063Not Available
Apr 3, 2026$3512Not Available
Apr 4, 2026$3545Not Available
Apr 5, 2026$3050Not Available
Apr 6, 2026$3103Not Available
Apr 7, 2026$2692Not Available
Apr 8, 2026$2702Not Available
Apr 9, 2026$2637Not Available
Apr 10, 2026$3927Not Available
Apr 11, 2026$1981Not Available
Apr 12, 2026$1594Not Available
Apr 13, 2026$1498Not Available
Apr 14, 2026$1462Not Available
Apr 15, 2026$1505Not Available
Apr 16, 2026$2254Not Available
Apr 17, 2026$1958Not Available
Apr 18, 2026$1956Not Available
Apr 19, 2026$1766Not Available
Apr 20, 2026$1711Available
Apr 21, 2026$1660Available
Apr 22, 2026$1705Available
Apr 23, 2026$2109Not Available
Apr 24, 2026$2318Not Available
Apr 25, 2026$2102Not Available
Apr 26, 2026$1584Available
Apr 27, 2026$1454Available
Apr 28, 2026$1394Available
Apr 29, 2026$1425Available
Apr 30, 2026$1449Not Available
May 1, 2026$1744Not Available
May 2, 2026$1725Not Available
May 3, 2026$1407Not Available
May 4, 2026$1026Not Available
May 5, 2026$1270Not Available
May 6, 2026$1320Not Available
May 7, 2026$1417Not Available
May 8, 2026$1494Not Available
May 9, 2026$1486Not Available
May 10, 2026$1333Not Available
May 11, 2026$1062Not Available
May 12, 2026$1042Not Available
May 13, 2026$1274Not Available
May 14, 2026$1390Not Available
May 15, 2026$1497Not Available
May 16, 2026$1508Not Available
May 17, 2026$1369Available
May 18, 2026$1276Available
May 19, 2026$1234Available
May 20, 2026$1283Available
May 21, 2026$1532Available
May 22, 2026$2055Available
May 23, 2026$2055Not Available
May 24, 2026$2055Not Available
May 25, 2026$1555Not Available
May 26, 2026$1538Not Available
May 27, 2026$1335Not Available